[ CAS No. 117330-40-2 ] {[proInfo.proName]}

Name: 117330-40-2|Dimethyl 6,6'-dimethyl-[2,2'-bipyridine]-4,4'-dicarboxylate|95%
Brand: Ambeed
SKU: A591138
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Quality Control of [ 117330-40-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 117330-40-2 ]

SDS Specification

Alternatived Products of [ 117330-40-2 ]

Product Details of [ 117330-40-2 ]

CAS No. :	117330-40-2	MDL No. :	MFCD00233315
Formula :	C₁₆H₁₆N₂O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	AWRWHKJPAKPWLG-UHFFFAOYSA-N
M.W :	300.31	Pubchem ID :	14117780
Synonyms :

Calculated chemistry of [ 117330-40-2 ]

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.25
Num. rotatable bonds :	5
Num. H-bond acceptors :	6.0
Num. H-bond donors :	0.0
Molar Refractivity :	79.96
TPSA :	78.38 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.72 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.36
Log Po/w (XLOGP3) :	1.99
Log Po/w (WLOGP) :	2.33
Log Po/w (MLOGP) :	1.16
Log Po/w (SILICOS-IT) :	3.28
Consensus Log Po/w :	2.42

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.03
Solubility :	0.281 mg/ml ; 0.000935 mol/l
Class :	Soluble
Log S (Ali) :	-3.26
Solubility :	0.164 mg/ml ; 0.000547 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-5.09
Solubility :	0.00246 mg/ml ; 0.0000082 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.76

Safety of [ 117330-40-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313	UN#:	N/A
Hazard Statements:	H315-H319	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 117330-40-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 117330-40-2 ]

[ 117330-40-2 ] Synthesis Path-Downstream 1~76

1
[ 117330-40-2 ]
[ 134842-58-3 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

2
[ 117330-40-2 ]
[ 134842-46-9 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

3
[ 117330-40-2 ]
[ 117330-41-3 ]

Yield	Reaction Conditions	Operation in experiment
38.2%		The compound A4,0.09g of 0.08g in 10mL of the NBS CCl4After refluxed 30min, the BPO was added, reflux was continued for 2h, to give a white precipitated product was filtered after the compound A5, A5 of the compound in a yield of 38.2%

Reference： [1]Patent: CN105218570,2016,A .Location in patent: Paragraph 0020
[2]Helvetica Chimica Acta,1988,vol. 71,p. 1042 - 1052

4
[ 562086-28-6 ]
[ 117330-40-2 ]

Reference： [1]Helvetica Chimica Acta,1988,vol. 71,p. 1042 - 1052

5
[ 117330-40-2 ]
[ 75-65-0 ]
[ 120425-96-9 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

6
[ 117330-40-2 ]
[ 345604-52-6 ]

Reference： [1]Tetrahedron Letters,2001,vol. 42,p. 2799 - 2800
[2]European Journal of Inorganic Chemistry,2004,p. 2514 - 2523

7
[ 117330-40-2 ]
[ 150512-87-1 ]

Reference： [1]European Journal of Inorganic Chemistry,2004,p. 2514 - 2523
[2]Tetrahedron Letters,2001,vol. 42,p. 2799 - 2800

8
[ 117330-40-2 ]
[ 345604-54-8 ]

Reference： [1]European Journal of Inorganic Chemistry,2004,p. 2514 - 2523
[2]Tetrahedron Letters,2001,vol. 42,p. 2799 - 2800

9
[ 98491-78-2 ]
[ 117330-40-2 ]

Reference： [1]Helvetica Chimica Acta,1988,vol. 71,p. 1042 - 1052

10
[ 117330-40-2 ]
[ 117354-16-2 ]

Reference： [1]Helvetica Chimica Acta,1988,vol. 71,p. 1042 - 1052
[2]Patent: CN105218570,2016,A

11
[ 117330-40-2 ]
[ 117330-42-4 ]

Reference： [1]Helvetica Chimica Acta,1988,vol. 71,p. 1042 - 1052

12
[ 117330-40-2 ]
NaBr complex of dimethyl 6,6'-<N,N':N,N'-bis(3,6-dioxaoctamethylene)bis(aminomethyl)>-2,2'-bipyridine-4,4'-dicarboxylate [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1988,vol. 71,p. 1042 - 1052

13
[ 117330-40-2 ]
NaBr complex of dimethyl 6,6'',6'''':6',6''',6'''''-bis<nitrilotri(methylene)>tris(2,2'-bipyridine)-4,4'-dicarboxylate [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1988,vol. 71,p. 1042 - 1052

14
[ 117330-40-2 ]
NaBr complex of hexamethyl 6,6'',6'''':6',6''',6'''''-bis<nitrilotri(methylene)>tris(2,2'-bipyridine)-4,4',4'',4''',4'''',4'''''-hexacarboxylate [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1988,vol. 71,p. 1042 - 1052
[2]Helvetica Chimica Acta,1988,vol. 71,p. 1042 - 1052

15
[ 117330-40-2 ]
[ 131294-94-5 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

16
[ 117330-40-2 ]
[ 130128-64-2 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610
[2]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

17
[ 117330-40-2 ]
[ 134842-59-4 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

18
[ 117330-40-2 ]
[ 134842-51-6 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

19
[ 117330-40-2 ]
[ 134842-49-2 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

20
[ 117330-40-2 ]
[ 134842-38-9 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

21
[ 117330-40-2 ]
[ 120425-98-1 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

22
[ 117330-40-2 ]
[ 134842-47-0 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

23
[ 117330-40-2 ]
[ 134842-50-5 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

24
[ 117330-40-2 ]
[ 134842-52-7 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

25
[ 117330-40-2 ]
[ 134842-60-7 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

26
[ 117330-40-2 ]
[ 134842-40-3 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

27
[ 117330-40-2 ]
[ 130128-57-3 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610
[2]Patent: CN106432298,2017,A

28
[ 117330-40-2 ]
[ 134842-39-0 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

29
[ 117330-40-2 ]
[ 134842-61-8 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

30
[ 117330-40-2 ]
[ 134842-48-1 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

31
[ 117330-40-2 ]
[ 134842-62-9 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

32
[ 117330-40-2 ]
[ 130128-58-4 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

33
[ 117330-40-2 ]
Methanesulfonic acid 4,4'-bis-diethylcarbamoyl-6'-methyl-[2,2']bipyridinyl-6-ylmethyl ester [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

34
[ 117330-40-2 ]
[ 130128-59-5 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

35
[ 117330-40-2 ]
[ 130128-61-9 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

36
[ 117330-40-2 ]
[ 134842-63-0 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

37
[ 117330-40-2 ]
6-Methanesulfonyloxymethyl-6'-methyl-[2,2']bipyridinyl-4,4'-dicarboxylic acid di-tert-butyl ester [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

38
[ 117330-40-2 ]
[ 134842-64-1 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

39
[ 117330-40-2 ]
Trifluoro-acetic acid 4,4'-bis-diethylcarbamoyl-6'-methyl-[2,2']bipyridinyl-6-ylmethyl ester [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

40
[ 117330-40-2 ]
6'-Methyl-6-(2,2,2-trifluoro-acetoxymethyl)-[2,2']bipyridinyl-4,4'-dicarboxylic acid di-tert-butyl ester [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

41
[ 117330-40-2 ]
[ 134842-65-2 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

42
[ 117330-40-2 ]
Methanesulfonic acid 4,4'-bis-diethylcarbamoyl-6'-methanesulfonyloxymethyl-[2,2']bipyridinyl-6-ylmethyl ester [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

43
[ 117330-40-2 ]
6,6'-Bis-methanesulfonyloxymethyl-[2,2']bipyridinyl-4,4'-dicarboxylic acid di-tert-butyl ester [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

44
[ 117330-40-2 ]
3-[4'-(2-tert-Butoxycarbonyl-ethyl)-6,6'-bis-methanesulfonyloxymethyl-[2,2']bipyridinyl-4-yl]-propionic acid tert-butyl ester [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

45
[ 117330-40-2 ]
6,6'-Bis-(2,2,2-trifluoro-acetoxymethyl)-[2,2']bipyridinyl-4,4'-dicarboxylic acid di-tert-butyl ester [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

46
[ 117330-40-2 ]
Trifluoro-acetic acid 4,4'-bis-diethylcarbamoyl-6'-(2,2,2-trifluoro-acetoxymethyl)-[2,2']bipyridinyl-6-ylmethyl ester [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

47
[ 117330-40-2 ]
[ 130128-62-0 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

48
[ 117330-40-2 ]
[ 134842-53-8 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610
[2]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

49
[ 117330-40-2 ]
[ 120425-90-3 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610
[2]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

50
[ 117330-40-2 ]
[ 134842-43-6 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610
[2]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

51
[ 117330-40-2 ]
[ 134842-41-4 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610
[2]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

52
[ 117330-40-2 ]
[ 134842-42-5 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610
[2]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

53
[ 117330-40-2 ]
[ 130128-66-4 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

54
[ 117330-40-2 ]
[ 134842-54-9 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

55
[ 117330-40-2 ]
[ 120425-91-4 ]

Reference： [1]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610
[2]Helvetica Chimica Acta,1991,vol. 74,p. 594 - 610

56
[ 64443-05-6 ]
[ 117330-40-2 ]
[ 1173294-21-7 ]

Reference： [1]Chemical Communications,2008,p. 3717 - 3719

57
[ 67-56-1 ]
[ 144342-49-4 ]
[ 117330-40-2 ]

Yield	Reaction Conditions	Operation in experiment
90%	With sulfuric acid; for 8h;Reflux;	Compound A3 0.3514g dissolved in 20mL of methanol was added dropwise concentrated sulfuric acid at room temperature until the solution was semi-turbid state, heated to reflux, the solution became clear, liquid-quality testing after four hours, the basic raw material conversion, and small part monoesters generation, the reaction was continued to 8 hours, LC detection, the reaction was complete all the raw materials, of which 5% monoester and 95% of compound A4.After the reaction was stopped, cooled in a large number of needle-shaped crystals precipitated to obtain Compound A4, A4 monoesters and compounds isolated yield of 90%

Reference： [1]Chemical Communications,2008,p. 3717 - 3719
[2]Patent: CN105218570,2016,A .Location in patent: Paragraph 0020

58
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[ 117330-40-2 ]

Yield	Reaction Conditions	Operation in experiment
57.8%	With tetraethylammonium iodide;bis(triphenylphosphine)nickel(II) chloride; In acetonitrile; at 50℃; for 24h;Inert atmosphere;	Synthesis of dimethyl-6, 6-dimethyl-2,2'-bipyridine-4,4'-carboxylate (2E)2-E[0183] Into a 250 mL oven dried 2-necked flask, NiCl2(PPh3)2 (4.70 g; 6.486 mmol), activated Zn dust (2.12 g; 32.43 mmol), and tetra-ethyl ammonium iodide (5.56 g; 21.62 mmol) was added. N2 was introduced into the flask. While maintaining the N2 atmosphere in the flask, a pressure equalizing dropping funnel was connected to the flask and degassed and dried acetonitrile (50 mL) was added to the contents of the flask through the dropping funnel. The flask was placed into a waterbath set at 50 °C and stirred for 30 min. Dimethyl-6, 6-dimethyl-2,2'-bipyridine-4,4'-carboxylate (4.0 g; 21.62 mmol) was dissolved in degassed, dried acetonitrile (50 mL) and transferred to the dropping funnel, ensuring the presence of an inert atmosphere through the entire experimental setup. This solution was then added quickly to the stirring metal catalyst suspension at 50°C and stirred for 24 hrs. The next day, the black suspension was cooled to room temperature, filtered through a Celite bed and added to an aqueous solution of disodium EDTA (2 eq; 150 mL) and stirred. To this aqueous solution, chloroform (150 mL) was added and the suspension was vigorously stirred for 30 min, before stirring was stopped and the suspension allowed to separate into a blue aqueous layer, containing the EDTA-Ni complex and a red organic layer, containing the crude target bipyridine compound. The organic layer was isolated and the aqueous layer extracted with another 50 mL portion of chloroform. The organic layers were combined, dried with anhydrous sodium sulphate and evaporated, yielding a dark red solid. Triphenylphosphine was removed from this crude product by washing with two volumes of hexane (75 mL). The solid was isolated by filtration and finally purified by washing with three 50 mL portions of 2-methyl-3-pentanone to remove triphenylphosphine oxide, yielding a light orange solid (1.8g; 57.8percent). Purity and identity was confirmed by GC-MS analysis Ci6Hi6N204 (MW of 300.309 g/mole) m/z = 299.73

Reference： [1]Patent: WO2012/153253,2012,A2 .Location in patent: Page/Page column 68-69

59
[ 18619-97-1 ]
[ 117330-40-2 ]

Reference： [1]Patent: WO2012/153253,2012,A2

60
[ 86454-13-9 ]
[ 117330-40-2 ]

Reference： [1]Patent: WO2012/153253,2012,A2

61
[ 117330-40-2 ]
[ 1408487-32-0 ]

Reference： [1]Patent: WO2012/153253,2012,A2

62
[ 117330-40-2 ]
[ 1408487-30-8 ]

Yield	Reaction Conditions	Operation in experiment
	With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 20.0℃; for 24h;	Synthesis of dimethyl-6, 6-dimethyl-2,2'-bipyridine-4,4'-carboxylate-N,N'-dioxide (2F)[0184] Dimethyl-6, 6-dimethyl-2,2'-bipyridine-4,4'-carboxylate (1.2 g; 4.0 mmol) was dissolved in chloroform (25 mL) and stirred. w-Chloroperbenzoic acid (3.52 g; 12.0 mmol) was dissolved in chloroform (75 mL), and added to the stirring bipyridine solution. The green solution was stirred at room temperature for 24 hrs. The next day the chloroform solution was washed with saturated NaHC03 (3x50 mL). The organic layer was dried with anhydrous sodium sulphate and concentrated to yield a crude yellow solid. This crude mixture was stirred in diethyl ether (100 mL) for 30 mins to remove unreacted starting material and some of the mono oxide impurity and then filtered to yield 1.3 g of an off-white solid containing the desired N,N-dioxide, contaminated with some mono oxide impurity. The crude mixture was dried in a desiccator for 24 hrs, and used for the next step without further purification. C]6Hi6N206, MW = 332.126 g/mol ESI-MS (M+H = 333.46).

Reference： [1]Patent: WO2012/153253,2012,A2 .Location in patent: Page/Page column 69

63
[ 117330-40-2 ]
[ 1408487-35-3 ]

Reference： [1]Patent: WO2012/153253,2012,A2

64
[ 117330-40-2 ]
[ 1408487-37-5 ]

Reference： [1]Patent: WO2012/153253,2012,A2

65
[ 117330-40-2 ]
C₂₆H₃₂Cl₂N₄O₁₂ [ No CAS ]

Reference： [1]Patent: WO2012/153253,2012,A2

66
[ 117330-40-2 ]
C₃₀H₃₈N₄O₁₄S₂ [ No CAS ]

Reference： [1]Patent: WO2012/153253,2012,A2

67
[ 92152-08-4 ]
[ 117330-40-2 ]

Reference： [1]Patent: CN105218570,2016,A

68
[ 144342-48-3 ]
[ 117330-40-2 ]

Reference： [1]Patent: CN105218570,2016,A

69
[ 117330-40-2 ]
C₄₈H₄₂N₈O₁₂ [ No CAS ]

Reference： [1]Patent: CN105218570,2016,A
[2]Patent: CN105218570,2016,A

70
[ 117330-40-2 ]
C₄₈H₄₂N₈O₁₂*Eu⁽³⁺⁾ [ No CAS ]

Reference： [1]Patent: CN105218570,2016,A
[2]Patent: CN105218570,2016,A

71
[ 117330-40-2 ]
C₄₉H₄₆N₁₀O₁₁*Eu⁽³⁺⁾ [ No CAS ]

Reference： [1]Patent: CN105218570,2016,A
[2]Patent: CN105218570,2016,A

72
[ 117330-40-2 ]
C₄₄H₃₆N₁₀O₁₁*Eu⁽³⁺⁾ [ No CAS ]

Reference： [1]Patent: CN105218570,2016,A
[2]Patent: CN105218570,2016,A

73
[ 117330-40-2 ]
C₆₀H₆₆N₈O₁₂*Na⁽¹⁺⁾ [ No CAS ]

Reference： [1]Patent: CN106432298,2017,A

74
[ 594-19-4 ]
[ 117330-40-2 ]
[ 120425-96-9 ]

Yield	Reaction Conditions	Operation in experiment
58%	In toluene; tert-butyl alcohol; at 80.0℃; for 0.5h;	In the absence of water,Under anaerobic conditions,1 mmol of 6,6-dimethyl-4,4-dimethyl-2,2-bipyridine (i.e., the compound represented by the formula (1-1)) was added to a 100 mL two-necked flask,Then add about 40 mL of anhydrous,Anaerobic toluene,Heated to 80 C,A t-BuOH solution of t-BuLi was added dropwise;After adding,The reaction was continued for 30 min,To give the compound 6,6-dimethyl-4,4-di-tert-butyl-2,2-bipyridine(I.e., the intermediates represented by formula (1-2)),Yield 58%.

Reference： [1]Patent: CN106432298,2017,A .Location in patent: Paragraph 0101; 0102; 0103; 0104

75
[ 117330-40-2 ]
4,4'-dimethyl 6,6'-bis(dibromomethyl)-[2,2'-bipyridine]-4,4'-dicarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In benzene; at 60.0℃; for 36h;Inert atmosphere; Irradiation;	2.0 g (6.7 mmol) of <strong>[117330-40-2]dimethyl 6,6'-dimethyl-2,2'-bipyridyl-4,4'-dicarboxylate</strong>, 7.1 g (45 g) were mixed in 45 ml of benzene at 60 C under nitrogen. 39.4 mmol) NBS and 25 mg AIBN were irradiated with a 50 W tungsten lamp and heated for 36 hours.The mixture was cooled to room temperature and poured into 400 ml of saturated sodium bicarbonate solution. The organic phase was separated and the aqueous phase was extracted with chloroform. The combined organic extracts were washed with water, dried over anhydrous sodium sulfate and evaporated. The residue is heavier with chloroform and methanol (50:1 by volume)Crystallization gave 3.53 g of 6,6,6',6'-tetrabromomethyl-2,2'-bipyridin-4,4'-dicarboxylic acid dimethyl ester in a yield of 86%.
86%	With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In benzene; at 60.0℃; for 36h;Inert atmosphere;	NBS (7.1 g, 39.89 mmol) and AIBN (azobisisobutyronitrile,25 mg, 0.15 mmol) were added to the <strong>[117330-40-2]dimethyl 6,6'-dimethyl-[2,2'-bipyridine]-4,4'-dicarboxylate</strong> (1) (2.0 g, 6.66mmol) in dry benzene (45 mL) under N2. After adding, thereaction mixture was heated to 60C and stirred at this temperaturefor 36 h until the starting material was disappeared(determined by TLC, petroleum ether/EtOAc 25:1). Then themixture was allowed to cool to room temperature. The reactionmixture was poured into 200 mL of sat. NaHCO3 solution.The organic phase was separated and the organics werewashed with sat. NaCl solution (2 x 100 mL) and dried overNa2SO4. The solvent was removed by rotary evaporation toyield the crude product which was purified by recrystallizationfrom 10:1 CHCl3/CH3OH to obtain beige solid 4 (3.53g, 5.73 mmol, 86%). M.p. 217-220C. 1H NMR (500 MHz,CDCl3): delta 4.03 (6H, s, 2 x CH3), 6.79 (2H, s, 2 x CHBr2),8.41 (2H, s, 2 x PyH), 8.87 (2H, s, 2 x PyH). 13C NMR (125MHz, CDCl3): delta 62.1, 64.3, 119.3, 120.3, 139.8, 155.0,160.1, 164.9. MS (75eV) m/z (%): 617 (M++1, 100).

Reference： [1]Patent: CN108373445,2018,A .Location in patent: Paragraph 0023; 0028-0029
[2]Letters in Organic Chemistry,2019,vol. 16,p. 948 - 950

76
[ 3998-90-1 ]
[ 65007-00-3 ]
C₁₃H₁₂N₂O₂ [ No CAS ]
[ 117330-40-2 ]

Reference： [1]Journal of the American Chemical Society,2021,vol. 143,p. 21484 - 21491

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Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 117330-40-2 ] {[proInfo.proName]}

Quality Control of [ 117330-40-2 ]

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Physicochemical Properties

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Druglikeness

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Medicinal Chemistry

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Application In Synthesis of [ 117330-40-2 ]

[ 117330-40-2 ] Synthesis Path-Downstream 1~76

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry