[ CAS No. 114-33-0 ] {[proInfo.proName]}

Name: 114-33-0|3-(Methylcarbamoyl)pyridine|96%
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Quality Control of [ 114-33-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 114-33-0 ]

SDS Specification

Alternatived Products of [ 114-33-0 ]

Product Details of [ 114-33-0 ]

CAS No. :	114-33-0	MDL No. :	MFCD00006384
Formula :	C₇H₈N₂O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZYVXHFWBYUDDBM-UHFFFAOYSA-N
M.W :	136.15	Pubchem ID :	64950
Synonyms :	N-Methylpyridine-3-carboxamide;MNA;SR 4415;NSC 66521;Nicotinic Acid Methylamide;N-Methyl-3-pyridinecarboxamide;Nicotinyl Methylamide	Chemical Name :	3-(Methylcarbamoyl)pyridine

Calculated chemistry of [ 114-33-0 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.14
Num. rotatable bonds :	2
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	37.23
TPSA :	41.99 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.13 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.19
Log Po/w (XLOGP3) :	0.0
Log Po/w (WLOGP) :	0.44
Log Po/w (MLOGP) :	-0.08
Log Po/w (SILICOS-IT) :	0.87
Consensus Log Po/w :	0.48

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.0
Solubility :	13.7 mg/ml ; 0.101 mol/l
Class :	Very soluble
Log S (Ali) :	-0.43
Solubility :	50.2 mg/ml ; 0.369 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.38
Solubility :	0.566 mg/ml ; 0.00416 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.05

Safety of [ 114-33-0 ]

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 [ 114-33-0 ]

* 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.

Upstream synthesis route of [ 114-33-0 ]
Downstream synthetic route of [ 114-33-0 ]

[ 114-33-0 ] Synthesis Path-Upstream 1~1

1
[ 114-33-0 ]
[ 100-55-0 ]

Reference： [1] ACS Catalysis, 2016, vol. 6, # 1, p. 47 - 54

[ 114-33-0 ] Synthesis Path-Downstream 1~88

1
[ 614-18-6 ]
[ 74-89-5 ]
[ 114-33-0 ]

Reference： [1],vol. <4> 5,p. 118
Chemisches Zentralblatt,1898,vol. 69,p. 677
[2]Helvetica Chimica Acta,1936,vol. 19,p. 811,825

2
[ 114-33-0 ]
[ 74-88-4 ]
[ 58287-40-4 ]

Reference： [1],vol. <4> 5,p. 119
Chemisches Zentralblatt,1898,vol. 69,p. 677

3
[ 614-18-6 ]
[ 84738-96-5 ]
[ 114-33-0 ]

Reference： [1]Synthetic Communications,1982,vol. 12,p. 989 - 994

4
[ 13483-18-6 ]
[ 114-33-0 ]
3,3'-Di(N-methylaminocarbonyl)-1,1'-<1,2-ethylendi(oxymethylen)>-di(pyridiniumchlorid) [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1983,vol. 38,p. 873 - 883

5
[ 114-33-0 ]
[ 38442-51-2 ]
[ 97691-24-2 ]

Reference： [1]Heterocycles,1989,vol. 28,p. 143 - 146
[2]Journal of Organic Chemistry,1985,vol. 50,p. 3423 - 3425

6
[ 114-33-0 ]
[ 49619-97-8 ]
1-<3-(hydroxyiminomethyl)-pyridinium>-1'-<3'-(N-methylcarboxamido)-pyridinium>-propane dibromide [ No CAS ]

Reference： [1]Journal of Pharmaceutical Sciences,1993,vol. 82,p. 258 - 261

7
[ 114-33-0 ]
[ 2014-83-7 ]
1-(2.6-Dichlorbenzyl)-3-(methylaminocarbonyl)-pyridiniumchlorid [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1980,vol. 35,p. 1431 - 1434

8
[ 114-33-0 ]
[ 61-19-8 ]
Phosphoric acid mono-[(2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester; compound with N-methyl-nicotinamide [ No CAS ]

Reference： [1]Gazzetta Chimica Italiana,1983,vol. 113,p. 111 - 114

9
[ 114-33-0 ]
1-chloro-1'-<3-(hydroxyiminomethyl)-pyridinium>-2-oxopropane chloride [ No CAS ]
C₁₆H₁₈N₄O₃⁽²⁺⁾*2Cl^(1-) [ No CAS ]

Reference： [1]Journal of Pharmaceutical Sciences,1993,vol. 82,p. 258 - 261

10
[ 114-33-0 ]
[ 75-36-5 ]
[ 114951-31-4 ]

Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077

11
[ 114-33-0 ]
[ 109-64-8 ]
3,3'-Di(N-methylcarbamoyl)-1,1'-(1.3-trimethylen)-di(pyridiniumbromid) [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1983,vol. 38,p. 873 - 883

12
[ 114-33-0 ]
[ 53830-52-7 ]

Reference： [1]Bulletin of the Academy of Sciences of the USSR Division of Chemical Science,1989,vol. 38,p. 1690 - 1695
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1989,p. 1843 - 1848
[2]Chemical and Pharmaceutical Bulletin,1994,vol. 42,p. 2475 - 2482

13
[ 114-33-0 ]
[ 5115-98-0 ]

Reference： [1]Journal of Organic Chemistry,1986,vol. 51,p. 513 - 517

14
[ 59-67-6 ]
[ 593-51-1 ]
[ 114-33-0 ]

Reference： [1]Phosphorus, Sulfur and Silicon and the Related Elements,2007,vol. 182,p. 657 - 666
[2]Tetrahedron Letters,2005,vol. 46,p. 6879 - 6882

15
[ 114-33-0 ]
(3E)-4-Cyan-2-[(Z)-2,4-dinitrophenylaminomethylen]-N-methylbut-3-enamid [ No CAS ]

Reference： [1]Pharmazie,2001,vol. 56,p. 448 - 457

16
[ 114-33-0 ]
[ 350484-49-0 ]

Reference： [1]Pharmazie,2001,vol. 56,p. 448 - 457

17
[ 114-33-0 ]
6-Oxo-1,1'-(1,3-trimethylen)-di(1,6-dihydronikotinsaeure-N-methylamid) [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1983,vol. 38,p. 873 - 883

18
[ 114-33-0 ]
1,1'-<1,2-Ethylendi(oxymethylen)>-6-oxo-1,6-dihydro-1',4'-dihydro-di(nikotinsaeure-N-methylamid) [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1983,vol. 38,p. 873 - 883

19
[ 114-33-0 ]
1-(2.6-Dichlorbenzyl)-1.4-dihydronikotinsaeure-N-methylamid [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1980,vol. 35,p. 1431 - 1434

20
[ 114-33-0 ]
[ 343228-68-2 ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1980,vol. 35,p. 1431 - 1434

21
[ 114-33-0 ]
N-<3-(Methylaminocarbonyl)-1-(2.6-dichlorbenzyl)-1.4-dihydro-4-pyridyl>-benzoesaeureamid [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1980,vol. 35,p. 1431 - 1434

22
[ 114-33-0 ]
N-<3-(Methylaminocarbonyl)-1-(2.6-dichlorbenzyl)-1.4-dihydro-4-pyridyl>-p-tert-butylbenzoesaeureamid [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1980,vol. 35,p. 1431 - 1434

23
[ 114-33-0 ]
[ 93-60-7 ]

Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077

24
[ 114-33-0 ]
[ 2398-81-4 ]

Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077

25
[ 114-33-0 ]
[ 15905-18-7 ]

Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077

26
[ 114-33-0 ]
[ 114951-26-7 ]

Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077

27
[ 114-33-0 ]
[ 114951-33-6 ]

Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077

28
[ 114-33-0 ]
[ 114951-28-9 ]

Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077
[2]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077
[3]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077
[4]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077

29
[ 114-33-0 ]
[ 114951-27-8 ]

Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077
[2]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077

30
[ 114-33-0 ]
3-carboxy-N-acetoxypyridinium perchlorate [ No CAS ]

Reference： [1]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 4068 - 4077

31
[ 114-33-0 ]
[ 15311-10-1 ]

Reference： [1]Bulletin of the Academy of Sciences of the USSR Division of Chemical Science,1989,vol. 38,p. 1690 - 1695
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1989,p. 1843 - 1848

32
[ 22134-40-3 ]
[ 114-33-0 ]
1-[2-(N,N-dimethylcarbamate)benzyl]-3-(methylcarbamoyl)pyridinium chloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	at 25 - 120℃; for 24h;Product distribution / selectivity;	Stage A: 1 -[2-(N,N-dimethylcarbamate)benzyl]-3-(methylcarbamoyl)pyridinium chloride To a solution of 3-(methylcarbamoyl)pyridine (1.36 g, 10 mmol) described in Synthetic Communication, 1982, 12, 989-993 in a proper solvent (acetonitrile, DMF, EtOH, acetone) is added carbamic acid, dimethyl-, 2-(chloromethyl)phenyl ester (2.13 g, 10 mmol) reported in Chemical Papers 1985, 39, 413-27. The resultant solution is stirred for 24 hours at the correct temperature (25C-120C). The solvent is evaporated to furnish the title compound.

Reference： [1]Patent: WO2006/103120,2006,A2 .Location in patent: Page/Page column 69

33
[ 109-72-8 ]
[ 114-33-0 ]
[ 1021463-90-0 ]

Reference： [1]Tetrahedron,2008,vol. 64,p. 3236 - 3245

34
[ 114-33-0 ]
[ 1021463-87-5 ]

Reference： [1]Tetrahedron,2008,vol. 64,p. 3236 - 3245

35
[ 114-33-0 ]
[ 1021463-88-6 ]

Reference： [1]Tetrahedron,2008,vol. 64,p. 3236 - 3245

36
[ 114-33-0 ]
[ 86-81-7 ]
[ 1021463-89-7 ]

Reference： [1]Tetrahedron,2008,vol. 64,p. 3236 - 3245

37
[ 114-33-0 ]
[ 592-85-8 ]
[ 67369-74-8 ]

Reference： [1]Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry,1990,vol. 20,p. 243 - 250

38
[ 114-33-0 ]
manganese(ll) chloride [ No CAS ]
Mn(N-Me-NICA)2Cl₂ [ No CAS ]

Reference： [1]Journal of Molecular Structure,1983,vol. 98,p. 183 - 188
[2]Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical,1983,vol. 22,p. 262 - 264
[3]Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical,1983,vol. 22,p. 262 - 264
[4]Gmelin Handbuch der Anorganischen Chemie,Gmelin Handbook: Mn: MVol.D5, 24.1.18, page 116 - 117

39
[ 31139-16-9 ]
[ 114-33-0 ]
CH₃NHCOC₅H₄N*BH₂CN [ No CAS ]

Reference： [1]Journal of Organometallic Chemistry,1983,vol. 255,p. 17 - 28

40
potassium pentacyanonitrosylchromate(III) monohydrate [ No CAS ]
[ 114-33-0 ]
{CrNO(CN)2(NC₅H₄CONH(CH₃))2(H₂O)} [ No CAS ]

Reference： [1]Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry,1986,vol. 16,p. 1243 - 1252

41
[ 15617-18-2 ]
[ 114-33-0 ]
[ 7732-18-5 ]
[ 376350-65-1 ]

Reference： [1]Inorganic Chemistry,2001,vol. 40,p. 6220 - 6228

42
[ 14104-20-2 ]
[ 162379-72-8 ]
[ 114-33-0 ]
[Pd(bu2bipy)(NC₅H₄-3-CONHMe)2](BF₄)2 [ No CAS ]

Reference： [1]Inorganic Chemistry,2001,vol. 40,p. 6220 - 6228

43
cis-[Pd(PPh₃)2(H₂O)2](OTf)2 [ No CAS ]
[ 114-33-0 ]
[Pd(PPh₃)2(NC₅H₄-3-CONHMe)2](CF₃SO₃)2 [ No CAS ]

Reference： [1]Inorganic Chemistry,2001,vol. 40,p. 6220 - 6228

44
zinc(II) sulfate heptahydrate [ No CAS ]
[ 114-33-0 ]
Zn(nicotinemethylamide)2⁽²⁺⁾*SO₄^(2-)*5H₂O [ No CAS ]

Reference： [1]Chemistry Letters,2001,p. 1184 - 1185

45
[ 15617-18-2 ]
[ 114-33-0 ]
[ 376350-98-0 ]

Reference： [1]Inorganic Chemistry,2001,vol. 40,p. 6220 - 6228

46
[ 145332-52-1 ]
[ 114-33-0 ]
[Pd(bis(diphenylphosphino)methane)(NC₅H₄-3-CONHMe)2](CF₃SO₃)2 [ No CAS ]

Reference： [1]Inorganic Chemistry,2001,vol. 40,p. 6220 - 6228

47
[ 137846-38-9 ]
[ 114-33-0 ]
[Pd(1,3-bis(diphenylphosphino)propane)(NC₅H₄-3-CONHMe)2](CF₃SO₃)2 [ No CAS ]

Reference： [1]Inorganic Chemistry,2001,vol. 40,p. 6220 - 6228

48
[ 14104-20-2 ]
[ 213270-60-1 ]
[ 114-33-0 ]
[(Pd(3-PyCONHMe)2)((η5-C5Me5)Ir)2(μ3-S)2][BF4]2 [ No CAS ]

Reference： [1]Journal of Organometallic Chemistry,2004,vol. 689,p. 738 - 743

49
[ 749862-12-2 ]
[ 114-33-0 ]
[Cu(2-methylthionicotinate)2(N-methylnicotinamide)2(H₂O)2]*2H₂O [ No CAS ]

Reference： [1]Zeitschrift fur Anorganische und Allgemeine Chemie,2004,vol. 630,p. 470 - 478

50
copper(II) clofibriate [ No CAS ]
[ 114-33-0 ]
[Cu(2-(4-chlorophenoxy)-2-methylpropionato)2(N-methylnicotinamide)2] [ No CAS ]

Reference： [1]Inorganica Chimica Acta,2004,vol. 357,p. 3211 - 3222

51
copper(II) clofibriate [ No CAS ]
[ 114-33-0 ]
[Cu(2-(4-chlorophenoxy)-2-methylpropionato)2(N,N-diethylnicotinamide)2] [ No CAS ]

Reference： [1]Inorganica Chimica Acta,2004,vol. 357,p. 3211 - 3222

52
[ 114-33-0 ]
[ 7732-18-5 ]
[ 17034-07-0 ]
[copper(II)bis(trichloroacetate)bis(N-methylisonicotinamide)diaqua] dihydrate [ No CAS ]

Reference： [1]Inorganica Chimica Acta,2007,vol. 360,p. 3213 - 3225

53
cooper(II) monochloroacetate dihydrate [ No CAS ]
[ 114-33-0 ]
di[copper(II)bis(chloroacetate)bis(N-methylisonicotinamide)] [ No CAS ]

Reference： [1]Inorganica Chimica Acta,2007,vol. 360,p. 3213 - 3225

54
[ 114-33-0 ]
[ 4124-18-9 ]
copper(II)bis(dichloroacetate)bis(N-methylisonicotinamide) [ No CAS ]

Reference： [1]Inorganica Chimica Acta,2007,vol. 360,p. 3213 - 3225

55
[ 95091-91-1 ]
[ 114-33-0 ]

Reference： [1]Synlett,2008,p. 2132 - 2136

56
[ 137846-38-9 ]
[ 114-33-0 ]
[Pd(1,3-bis(diphenylphosphino)propane)(NC₅H₄-3-CONHMe)2](CF₃SO₃)2*acetone [ No CAS ]

Reference： [1]Inorganic Chemistry,2001,vol. 40,p. 6220 - 6228

57
[ 114-33-0 ]
[ 497-19-8 ]
[ 7646-85-7 ]
[ 88-65-3 ]
Zn₂(2-bromobenzoate)4(N-methylnicotinamide)2 [ No CAS ]

Reference： [1]Journal of Thermal Analysis and Calorimetry,2011,vol. 105,p. 451 - 460

58
[ 1918-79-2 ]
[ 114-33-0 ]
copper(II) nitrate [ No CAS ]
[ 1310-73-2 ]
[ 1422195-37-6 ]
[ 1422195-38-7 ]

Yield	Reaction Conditions	Operation in experiment
43%; 35%	In methanol; for 2h;Reflux;	Copper(II) nitrate (2.5 mmol), 5-methyl-2-thiophenecarboxylic acid (5 mmol) as well as equimolar quantity of sodium hydroxide and N-methylnicotinamide (5 mmol) were dissolved in 50 cm3 of methanol. The resulting solution was refluxed for 2 h and then left to slowly evaporate at ambient temperature. Well shaped green crystals of complex (1) suitable for single crystal X-ray structure analysis were collected after a few days by filtration, washed with methanol and finally dried at ambient temperature (yield 43%). Blue crystals of (2) were separated from above methanolic filtrate after a few days (yield 35%).

Reference： [1]Polyhedron,2013,vol. 50,p. 546 - 555

59
[ 527-72-0 ]
[ 114-33-0 ]
copper(II) nitrate [ No CAS ]
[ 1310-73-2 ]
poly[(N-methylnicotineamide)tetra(2-thiophenecarboxylato)dicopper] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	In methanol; for 4h;Reflux;	Copper(II) nitrate (2.5 mmol), 2-thiophenecarboxylic acid (5 mmol) as well as equimolar quantity of sodium hydroxide and N-methylnicotinamide (7.5 mmol) were dissolved in 50 cm3 of methanol. The resulting solution was refluxed for 4 h and then left to slowly evaporate at ambient temperature. The green crystals of [Cu2(2-tpc)4(N-Menia)]n (4) were collected after a few days by filtration, washed with methanol and finally dried at ambient temperature (yield 65%).

Reference： [1]Polyhedron,2013,vol. 50,p. 546 - 555

60
[ 23806-24-8 ]
[ 114-33-0 ]
copper(II) nitrate [ No CAS ]
[ 1310-73-2 ]
di[bis(3-methyl-2-thiophenecarboxylato)bis(N-methylnicotineamide)copper] monohydrate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	In acetonitrile; for 3h;Reflux;	The blue crystals of (3) were obtained by dissolving of copper(II) nitrate (2.5 mmol), <strong>[23806-24-8]3-methyl-2-thiophenecarboxylic acid</strong> (5 mmol) as well as equimolar quantity of sodium hydroxide and N-methylnicotinamide (5 mmol) were dissolved in 50 cm3 of acetonitrile. The resulting solution was refluxed for 3 h and then left to slowly evaporate at ambient temperature. Crystals of (3) were collected after a few days by filtration, washed with acetonitrile and finally dried at ambient temperature (yield 74%).

Reference： [1]Polyhedron,2013,vol. 50,p. 546 - 555

61
[ 114-33-0 ]
[ 7732-18-5 ]
[ 6046-93-1 ]
[ 62-23-7 ]
Cu(4-nitrobenzoate)2(N-methylnicotinamide)2(H2O) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	With potassium hydroxide; for 1h;	The compound 1 was prepared by the reaction of an aqueous solution (50 mL) of copper(II) acetate monohydrate (1.0 mmol,0.200 g) with N-methylnicotinamide (mna, 2.0 mmol, 0.272 g) followed by an addition of the 4-nitrobenzoic acid (2.0 mmol, 0.334 g) and one pellet of potassium hydroxide. The reaction mixture was stirred until the blue product precipitated (1 h). It was filtered off, washed with a small portion of water and dried at the ambient temperature. The mother liquor obtained from filtration was left for crystallization at ambient temperature on air. The single crystals suitable for X-ray structure determination were separated after several days. Yield: 0.20 g (57%). Anal. Calc. for C28H26O11N6Cu (Mr = 686.09): C, 49.02; H, 3.82; N, 12.25. Found: C, 49.52; H, 3.60; N, 12.53%. IR (cm-1): gamma(C=O) 1670, gammaas(COO-)1572, gammas(COO-) 1385, UV-Vis (cm-1): 15300. EPR: g = 2.10.

Reference： [1]Polyhedron,2014,vol. 81,p. 555 - 563

62
[ 552-16-9 ]
[ 114-33-0 ]
[ 6046-93-1 ]
[Cu(μ-2-nitrobenzoate)₂(N-methylnicotinamide)]₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With potassium hydroxide; In acetonitrile; for 1h;	General procedure: The compound 1 was prepared by the reaction of an aqueous solution (50 mL) of copper(II) acetate monohydrate (1.0 mmol,0.200 g) with N-methylnicotinamide (mna, 2.0 mmol, 0.272 g) followed by an addition of the 4-nitrobenzoic acid (2.0 mmol, 0.334 g) and one pellet of potassium hydroxide. The reaction mixture was stirred until the blue product precipitated (1 h). It was filtered off, washed with a small portion of water and dried at the ambient temperature. The mother liquor obtained from filtration was left for crystallization at ambient temperature on air. The single crystals suitable for X-ray structure determination were separated after several days.

Reference： [1]Polyhedron,2014,vol. 81,p. 555 - 563

63
[ 114-33-0 ]
[ 6046-93-1 ]
[ 62-23-7 ]
[Cu(μ-4-nitrobenzoate)₂(N-methylnicotinamide)]₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With potassium hydroxide; In acetonitrile;	General procedure: The compound 1 was prepared by the reaction of an aqueous solution (50 mL) of copper(II) acetate monohydrate (1.0 mmol,0.200 g) with N-methylnicotinamide (mna, 2.0 mmol, 0.272 g) followed by an addition of the 4-nitrobenzoic acid (2.0 mmol, 0.334 g) and one pellet of potassium hydroxide. The reaction mixture was stirred until the blue product precipitated (1 h). It was filtered off, washed with a small portion of water and dried at the ambient temperature. The mother liquor obtained from filtration was left for crystallization at ambient temperature on air. The single crystals suitable for X-ray structure determination were separated after several days.

Reference： [1]Polyhedron,2014,vol. 81,p. 555 - 563

64
[ 114-33-0 ]
[ 7732-18-5 ]
[ 6046-93-1 ]
[ 62-23-7 ]
[Cu(4-nitrobenzoate)₂(μ-N-methylnicotinamide)(H₂O)]₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
49%	With potassium hydroxide;	General procedure: The compound 1 was prepared by the reaction of an aqueous solution (50 mL) of copper(II) acetate monohydrate (1.0 mmol,0.200 g) with N-methylnicotinamide (mna, 2.0 mmol, 0.272 g) followed by an addition of the 4-nitrobenzoic acid (2.0 mmol, 0.334 g) and one pellet of potassium hydroxide. The reaction mixture was stirred until the blue product precipitated (1 h). It was filtered off, washed with a small portion of water and dried at the ambient temperature. The mother liquor obtained from filtration was left for crystallization at ambient temperature on air. The single crystals suitable for X-ray structure determination were separated after several days.

Reference： [1]Polyhedron,2014,vol. 81,p. 555 - 563

65
2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfanyl]phenylamine [ No CAS ]
[ 114-33-0 ]
N'-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfanyl]phenyl}-N-methylpyridine-3-carboximidamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With trichlorophosphate; at 95℃; for 18h;	Step 1: N'-{2-Fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfanyl]phenyl}-N-methylpyridine-3-carboximidamide (Ia-61) 1.5 g (9.78 mmol) of phosphoryl chloride are added to 400 mg (1.67 mmol) of 2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfanyl]aniline and 450 mg (3.31 mmol) of N-methylnicotinamide, and the mixture is stirred at 95 C. for 18 h. The residue that remains after rotary evaporation is stirred with water, made alkaline with solid potassium carbonate and extracted with dichloromethane. The combined organic phases are separated off, dried over sodium sulfate and freed from the solvent under reduced pressure. This leaves 550 mg of product (92.1% of theory, purity 92.9% according to LC/MS) as residue.

Reference： [1]Patent: US2014/315898,2014,A1 .Location in patent: Paragraph 0522; 0523

66
2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfanyl]phenylamine [ No CAS ]
[ 114-33-0 ]
N'-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-N-methylpyridine-3-carboximidamide [ No CAS ]

Reference： [1]Patent: US2014/315898,2014,A1

67
[ 50-85-1 ]
[ 114-33-0 ]
[ 7732-18-5 ]
[ 142-71-2 ]
Cu(4-methylsalicylate)2(N-methylnicotinamide)2(H2O)2 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol; for 1h;	General procedure: N-methylnicotinamide (1 mmol) was added to an aqueous solution (5 mL) of copper acetate (0.5 mmol) and after few minutes 4-methysalicylic acid (1 mmol) was washed down with ethanol (about 20 mL). The reaction system was heated about one hour using water bath. The dark green precipitate was formed during heating, it was filtered off and the mother liquid was left to crystallizeat room temperature. Green crystals were then separated andthey were suitable for X-ray structure determination. [Cu(4-Mesal)2(mna)2(H2O)2]2EtOHAnal Calc: C, 53.29; H, 6.05; N, 7.31.

Reference： [1]Journal of Molecular Structure,2015,vol. 1092,p. 1 - 8

68
[ 89-56-5 ]
[ 114-33-0 ]
[ 7732-18-5 ]
[ 142-71-2 ]
Cu(5-methylsalicylate)2(N-methylnicotinamide)2(H2O)2 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; for 1h;	N-methylnicotinamide (1 mmol) was added to an aqueous solution (5 mL) of copper acetate (0.5 mmol) and after few minutes 4-methysalicylic acid (1 mmol) was washed down with ethanol (about 20 mL). The reaction system was heated about one hour using water bath. The dark green precipitate was formed during heating, it was filtered off and the mother liquid was left to crystallizeat room temperature. Green crystals were then separated andthey were suitable for X-ray structure determination.

Reference： [1]Journal of Molecular Structure,2015,vol. 1092,p. 1 - 8

69
[ 114-33-0 ]
[ 100-55-0 ]

Reference： [1]ACS Catalysis,2016,vol. 6,p. 47 - 54

70
[ 124-04-9 ]
[ 114-33-0 ]
[ 7732-18-5 ]
[ 6046-93-1 ]
[{Cu(μ₄-(adipic acid(-2H)))(N-methylnicotinamide)}_n*nH2O] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	for 24h;	The compound 5 was prepared by the reaction of an aqueoussolution (1:1) of copper(II) acetate monohydrate (1 mmol,0.200 g) in 50 cm3 with N-methylnicotinamide (2 mmol, 0.272 g) followed by an addition of the adipic acid (2 mmol,0.292 g). The green reaction mixture was stirred for 1 day andthen left to slowly evaporate at ambient temperature. Wellshapedgreen crystals, suitable for X-ray single-crystal structuralanalysis, were collected after a few days by filtration, washedwith water and finally dried at ambient temperature. Yield:0.27 g (74 %).Anal calc. for C13H18CuN2O6 (Mr = 361.83): C43.15, H 5.01, N 7.74. Found: C 43.24, H 4.98, N 7.80 %.

Reference： [1]Transition Metal Chemistry,2015,vol. 40,p. 857 - 868

71
[ 83-40-9 ]
[ 114-33-0 ]
[ 7732-18-5 ]
[ 142-71-2 ]
[Cu(μ-N-methylnicotinamide)(3-methysalicylate)₂(N-methylnicotinamide)(H₂O)]₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
12%	In ethanol; at 20℃;	Appropriate nitrogen donor ligand (1 mmol) was added to an aqueous solution of copper(II) acetate (0.5 mmol) under stirring. After a few minutes, x-methylsalicylic acid (1 mmol) and the necessary amount of solvent (ethanol or acetonitrile) were added to reach the final volume (30-40 mL). Eventually, the reaction mixture was stirred for few days at room temperature until the reaction finished. The precipitate was filtered off and the mother liquids were left to crystallize at room temperature and the crystals were dried at room temperature. The obtained crystals were suitable for X-ray structure determination.

Reference： [1]Chemical Papers,2016,vol. 70,p. 75 - 81

72
[ 114-33-0 ]
[ 743369-26-8 ]
[Zn(4-aminobenzoate)₂(N-methylnicotinamide)₂] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: The freshly prepared precipitate of ZnCO3 was purified from sodium chloride, and its water suspension was added to the methanol solution of 4-aminobenzoic acid (2.74 g, 20 mmol) as described in Eq. 2. After stirring for 2 h at room temperature, the mixture was filtered off using a S4 frit. The last step was to the mixture added methanol solution of organic ligand. The mixture was refluxed for 16 h, and then it was reduced to a half of its volume in water bath at 50 C. After several days, white powder products were formed. These products were dried over silica gel in a desiccator for 3 days at room temperature.

Reference： [1]Journal of Thermal Analysis and Calorimetry,2017,vol. 129,p. 1065 - 1082

73
[ 499-83-2 ]
[ 114-33-0 ]
[ 6046-93-1 ]
[Cu(N-methylnicotinamide)(dipicolinate)(H₂O)].2H₂O} [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%		General procedure: The synthesis of the compound [Cu(pca)(dipic)(H2O)]H2O}was proceeded in the following manner: to a water solution of copper(II) acetate monohydrate (0.15 g, 0.75 mmol) was added a stoichiometric amount of N-donor ligand pyrazinecarboxamide (0.09g, 0.75 mmol). The mixture was stirred for half an hour at laboratory temperature to obtain a homogeneous solution, then further reacted with stoichiometric ratio 1:1 of dipicolinic acid (0.125 g,0.75 mmol) and heated. The resulting blue solution was cooled down to the ambient temperature, filtered and left to slowly evaporate at laboratory temperature, what after a few days resulted in the single-crystals formation of targeted compound. Single-crystals for X-ray diffraction analysis were used directly from mother liquid.

Reference： [1]Polyhedron,2018,vol. 149,p. 25 - 33

74
[ 111-87-5 ]
[ 114-33-0 ]
[ 70136-02-6 ]

Reference： [1]ChemCatChem,2019,vol. 11,p. 449 - 456

75
[ 67-56-1 ]
[ 98-92-0 ]
[ 114-33-0 ]

Reference： [1]Organic Letters,2019,vol. 21,p. 5843 - 5847

76
[ 59-67-6 ]
[ 74-89-5 ]
[ 114-33-0 ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 11823 - 11838

77
[ 24424-99-5 ]
[ 114-33-0 ]
tert-butyl methyl(nicotinoyl)carbamate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 11823 - 11838

78
[ 114-33-0 ]
[ 5424-19-1 ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 11823 - 11838

79
[ 100-54-9 ]
[ 67-56-1 ]
[ 114-33-0 ]

Reference： [1]ACS Catalysis,2019,vol. 9,p. 10469 - 10476

80
[ 67-56-1 ]
[ 1193-92-6 ]
[ 114-33-0 ]

Reference： [1]Advanced Synthesis and Catalysis,2019,vol. 361,p. 5357 - 5362

81
[ 456-22-4 ]
[ 114-33-0 ]
[ 7732-18-5 ]
[ 6046-93-1 ]
C₂₈H₂₆CuF₂N₄O₇ [ No CAS ]