Home Cart Sign in  
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 27757-86-4 Chemical Structure| 27757-86-4

Structure of 27757-86-4

Chemical Structure| 27757-86-4

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 27757-86-4 ]

CAS No. :27757-86-4
Formula : C5H7NS
M.W : 113.18
SMILES Code : NCC1=CSC=C1
MDL No. :MFCD01529872
InChI Key :DUDAKCCDHRNMDJ-UHFFFAOYSA-N
Pubchem ID :2776381

Safety of [ 27757-86-4 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:2735
Packing Group:

Computational Chemistry of [ 27757-86-4 ] Show Less

Physicochemical Properties

Num. heavy atoms 7
Num. arom. heavy atoms 5
Fraction Csp3 0.2
Num. rotatable bonds 1
Num. H-bond acceptors 1.0
Num. H-bond donors 1.0
Molar Refractivity 31.99
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

54.26 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

1.43
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

0.46
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

1.05
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

0.46
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

2.18
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.12

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-1.29
Solubility 5.75 mg/ml ; 0.0508 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-1.17
Solubility 7.69 mg/ml ; 0.0679 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-1.65
Solubility 2.52 mg/ml ; 0.0222 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-6.66 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

1.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.75

Application In Synthesis of [ 27757-86-4 ]

* 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 [ 27757-86-4 ]

[ 27757-86-4 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 6773-29-1 ]
  • [ 27757-86-4 ]
  • [ 90997-08-3 ]
  • 2
  • [ 2004-06-0 ]
  • [ 27757-86-4 ]
  • [ 101565-92-8 ]
YieldReaction ConditionsOperation in experiment
75% With bis(isopropyl)ethylamine; In propan-1-ol; at 80℃; for 6h; A mixture of <strong>[27757-86-4]3-(aminomethyl)thiophene</strong> (0.25 mL, 2.5 mmol), 6-chloropurine ribofuranoside (143 mg, 0.5 mmol), and diisopropylethylamine (2 mL, 12 mmol) in 1-propanol (25 mL) was heated at 80 C for 6 h. The mixture was concentrated by rotary evaporation, and recrystallized from MeOH to yield the desired product JMF3461 (136 mg, 75% yield). The purity of product was 99% as shown by HPLC on an HC-C18 column (Agilent, 4.6 chi 250 mm, 5 mutaueta) with elution of gradients of 50% aqueous MeOH. C15Hi7504S; yellow powder; mp 134.3-135.1 C; [a]2D= -58.6 (DMSO, c = 1.0); TLC (2-propanol/hexane, (2:3)) R = 0.33; 1H NMR (DMS0-4s, 400 MHz) 6 8.36 (2 H, br s), 8.22 (1 H, s), 7.43 (1 H, dd, J= 3, 5 Hz), 7.28 (1 H, d, J= 1.6 Hz), 7.09 (1 H, d, J= 4.8 Hz), 5.88 (1 H, d, J = 6.4 Hz), 5.43 (1 H, d, J= 6.0 Hz), 5.38 (1 H, q, J= 4.6 Hz), 5.17 (1 H, d, J= 4.4 Hz), 4.69 (2 H, s), 4.63^1.16 (1 H, m), 4.14-4.13 (1 H, m), 3.97-3.95 (1 H, m), 3.69-3.64 (1 H, m), 3.57-3.52 (1 H, m),13C NMR (DMSO-i/<s, 100 MHz) delta 154.4, 152.3, 148.5, 140.8, 139.9, 127.9, 125.1, 120.0, 1 19.8, 87.9, 85.9, 73.5, 70.7, 61.7, 42.9; ESI-MS calcd for CuH^NjC^S: 364.1080, found: m/z 364.1079 [M + H]+.
75% With N-ethyl-N,N-diisopropylamine; In propan-1-ol; at 80℃; for 6h; <strong>[27757-86-4]3-(aminomethyl)thiophene</strong> (0.25 mL, 2.5 mmol) '6-chloropurine nucleofuranoside (143 mg, 0.5 mmol), and diisopropylethylamine (2 mL, 12 mmol) The 1-propanol (25 mL) mixture was heated at 80 C for 6 hours. The mixture was concentrated by rotary evaporation and recrystallized from EtOAc to give the desired product JMF 3461 ( 136 mg, 75% yield). The purity of the product is 99%,
With triethylamine; In propan-1-ol; at 70℃; for 8h; First step, hydroxyamine hydrochloride (874 mg) and NaOAc (1.18 g) were added to a solution of 3-thiophenecarbaldehyde (800 mg) in EtOH (50 ml). The reaction mixture was stirred at room temperature for 6 h. EtOH was removed under reduced pressure. H2O (40 ml) was added to the residue, and extracted with EtOAc (3 × 40 ml). The EtOAc of the combined organic layer was removed by rotary evaporation under reduced pressure to yield 3-thiophenecarbaldehyde oxime (722 mg) as a pale yellowish solid. Second step, 3-thiophenecarbaldehyde oxime (722 mg) and zinc dust (2.23 g) in HOAc (5 ml) was stirred at room temperature for 6 h. The reaction solution was filtered to remove the excess zinc dust and ZnOAc residue, and the filtrate was concentrated to yield 3-thiopheneylmethanamine (323 mg) as a yellowish oil. Third step, a mixture of 3-thiopheneylmethanamine (158 mg), 6-chloropurine riboside (200 mg) and triethylamine (3 ml) in PrOH (60ml) was heated to 70C and reacted for 8 h. After evaporation of the reaction mixture, the residue was separated by column chromatography over silica gel and eluted with CHCl3-CH3OH (20 : 1) to yield N6-(3-thiopheneylmethyl)-adenosine(150 mg) as a white solid: positive ESIMS m/z 364[M + H]+, 386[M + Na]+ and 402 [M + K]+; negative ESIMS m/z 362[M - H]-; 1H NMR (300MHz, DMSO-d6): the adenosine moiety delta 8.36 (2H, s, -NH, H-2), 8.22 (1H, s, H-8), 5.88 (1H, d, 6.0Hz, H-1), 5.43 (1H, d, 6.0Hz, -OH), 5.38 (1H, m, -OH), 5.17 (1H, d, 4.5Hz, -OH), 4.60 (1H, m, H-2'), 4.13 (1H, m, H-3'), 3.95 (1H, m, H-4'), 3.70-3.64 (1H, m, H-5a'), 3.58 (1H, m, H-5b'); the 3-thiopheneylmethyl moiety delta 7.43 (1H, dd, 4.8Hz, 3.0Hz, H-5"), 7.28 (1H, brs, H-2"), 7.08 (1H, dd, 4.8Hz, 0.9Hz, H-4"), 4.68 (2H, brs, H-7"); 13C NMR (75MHz, DMSO-d6): the adenosine moiety delta 154.4 (s, C-6), 152.5 (d, C-2), 148.6 (s, C-4), 140.9 (d, C-8), 119.9 (s, C-5), 88.1 (d, C-1), 86.1 (d, C-4'), 73.7 (d, C-2'), 70.8 (d, C-3'), 61.8 (t, C-5'); the 3-thiopheneylmethyl moiety delta 140.1 (s, C-3"), 127.7 (d, C-4"), 126.2 (d, C-5"), 121.8 (d, C-2"), 39.5 (t, C-6)omicron
150 mg With triethylamine; In propan-1-ol; at 70℃; for 8h; Third step, a mixture of 3-thiopheneylmethanamine (158 mg), 6-chloropurine riboside (200 mg) and triethylamine (3 ml) in PrOH (60 ml) was heated to 70 C. and reacted for 8 h. After evaporation of the reaction mixture, the residue was separated by column chromatography over silica gel and eluted with CHCl3-CH3OH (20:1) to yield N6-(3-thiopheneylmethyl)-adenosine (150 mg) as a white solid: positive ESIMS m/z 364[M+H]+, 386[M+Na]+ and 402 [M+K]+; negative ESIMS m/z 362[M-H]-; 1H NMR (300 MHz, DMSO-d6): the adenosine moiety delta 8.36 (2H, s, -NH, H-2), 8.22 (1H, s, H-8), 5.88 (1H, d, 6.0 Hz, H-1'), 5.43 (1H, d, 6.0 Hz, -OH), 5.38 (1H, m, -OH), 5.17 (1H, d, 4.5 Hz, -OH), 4.60 (1H, m, H-2'), 4.13 (1H, m, H-3'), 3.95 (1H, m, H-4'), 3.70-3.64 (1H, m, H-5a'), 3.58 (1H, m, H-5b'); the 3-thiopheneylmethyl moiety delta 7.43 (1H, dd, 4.8 Hz, 3.0 Hz, H-5"), 7.28 (1H, brs, H-2"), 7.08 (1H, dd, 4.8 Hz, 0.9 Hz, H-4"), 4.68 (2H, brs, H-7"); 13C NMR (75 MHz, DMSO-d6): the adenosine moiety delta 154.4 (s, C-6), 152.5 (d, C-2), 148.6 (s, C-4), 140.9 (d, C-8), 119.9 (s, C-5), 88.1 (d, C-1'), 86.1 (d, C-4'), 73.7 (d, C-2'), 70.8 (d, C-3'), 61.8 (t, C-5'); the 3-thiopheneylmethyl moiety delta 140.1 (s, C-3"), 127.7 (d, C-4"), 126.2 (d, C-5"), 121.8 (d, C-2"), 39.5 (t, C-6).
150 mg With triethylamine; In propan-1-ol; at 70℃; for 8h; 158 mg of 3-thiophene methylamine was taken and dissolved in propanol (60 mL). To a solution of 6-chloropurine nucleoside (200 mg) and triethylamine (3 mL)The mixture was heated to 70 C., reacted for 8 hours, and the solvent was recovered with a reaction solution. Chloroform-methanol (20: 1) separated by silica gel column chromatography, To obtain 150 mg of N6-(3-thiophenemethyl)adenosine as a white solid

  • 3
  • [ 27757-86-4 ]
  • [ 91306-67-1 ]
  • 2-(4-Cyclohexyl-phenyl)-5-methyl-1-thiophen-3-ylmethyl-1H-pyrrole [ No CAS ]
  • 4
  • [ 27757-86-4 ]
  • [ 126513-13-1 ]
  • 4-[(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-N-thiophen-3-ylmethyl-benzamide [ No CAS ]
  • 5
  • [ 148134-23-0 ]
  • [ 27757-86-4 ]
YieldReaction ConditionsOperation in experiment
82% With sodium sulfate; In tetrahydrofuran; Synthesis of thiophen-3-yl-methylamine (Scheme V, Compound 12) Add a solution of thiophene-3-carbaldehyde oxime (97.2 g, 0.9 mol) in tetrahydrofuran (500 mL) to cold (18C) lithium aluminum hydride bis tetrahydrofuran complex (1.0 M solution in tetrahydrofuran, 1.75 L), in a dropwise fashion, over ~0.5 hours. Alternatively, toluene may be used as the solvent. Gas evolution is observed and the addition temperature is maintained at 18-25C. Let reaction mixture stir overnight. Cool reaction mixture and carefully quench with water (252 mL), over ~40 minutes. Add additional tetrahydrofuran (300 mL) to thin out the reaction mixture upon quenching and stir at room temperature for 3 hours. Add sodium sulfate (250 g), filter through celite, and concentrate (50-60C/30 torr) reaction mixture to give the title compound as an oil (81.5 g, 82% Yield: 1H NMR (CDCl3, 200MHz) delta 1.5-1.8 (br s, 2H), 3.9 (s, 2H), 7.04 (d, 1H), 7.1 (d, 1H), 7.3 (m, 1H).
  • 6
  • [ 27757-86-4 ]
  • [ 203921-54-4 ]
  • [ 203930-77-2 ]
  • 7
  • [ 27757-86-4 ]
  • [ 203922-22-9 ]
  • [ 203930-61-4 ]
  • 8
  • [ 403-21-4 ]
  • [ 79-08-3 ]
  • [ 27757-86-4 ]
  • N-α-9-fluorenylmethoxycarbonyl-m-hydroxytyrosine [ No CAS ]
  • CH3OCH2CH2NH-(acid sensitive methoxy benzaldehyde polystyrene) [ No CAS ]
  • 4-nitro-8,11-dioxo-9-thiophen-3-ylmethyl-2-oxa-9,12-diaza-tricyclo[13.3.1.13,7]eicosa-1(19),3(20),4,6,15,17-hexaene-13-carboxylic acid (2-methoxy-ethyl)-amide [ No CAS ]
  • 9
  • [ 403-21-4 ]
  • [ 79-08-3 ]
  • [ 27757-86-4 ]
  • N-α-9-fluorenylmethoxycarbonyl-m-hydroxytyrosine [ No CAS ]
  • Me2CHCH2CH2NH-(acid sensitive methoxy benzaldehyde polystyrene) [ No CAS ]
  • 4-nitro-8,11-dioxo-9-thiophen-3-ylmethyl-2-oxa-9,12-diaza-tricyclo[13.3.1.13,7]eicosa-1(19),3(20),4,6,15,17-hexaene-13-carboxylic acid (3-methyl-butyl)-amide [ No CAS ]
  • 10
  • [ 403-21-4 ]
  • [ 79-08-3 ]
  • [ 27757-86-4 ]
  • N-α-9-fluorenylmethoxycarbonyl-m-hydroxytyrosine [ No CAS ]
  • p-ClPhCH2NH-(acid sensitive methoxy benzaldehyde polystyrene) [ No CAS ]
  • 4-nitro-8,11-dioxo-9-thiophen-3-ylmethyl-2-oxa-9,12-diaza-tricyclo[13.3.1.13,7]eicosa-1(19),3(20),4,6,15,17-hexaene-13-carboxylic acid 4-chloro-benzylamide [ No CAS ]
  • 11
  • [ 27757-86-4 ]
  • [ 41647-74-9 ]
  • 4-(6,7-Dimethoxy-4-quinazolinyl)-N-(thien-3-ylmethyl)-1-piperazinecarboxamide [ No CAS ]
  • 13
  • [ 506-32-1 ]
  • [ 27757-86-4 ]
  • (5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid (thiophen-3-ylmethyl)-amide [ No CAS ]
  • 14
  • [ 27757-86-4 ]
  • [ 625080-60-6 ]
  • (6,7-difluoro-quinazolin-4-yl)-thiophen-3-ylmethyl-amine [ No CAS ]
  • 15
  • [ 27757-86-4 ]
  • [ 57303-04-5 ]
  • (5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid (thiophen-3-ylmethyl)-amide [ No CAS ]
  • 16
  • [ 27757-86-4 ]
  • [ 785796-47-6 ]
  • 8-{1-methyl-2-[(thiophen-3-ylmethyl)-amino]-ethoxy}-quinolin-2-ylamine [ No CAS ]
  • 17
  • [ 27757-86-4 ]
  • 4-chloro-<i>N</i>-(4-fluoro-benzyl)-3-nitro-benzenesulfonamide [ No CAS ]
  • [ 847699-80-3 ]
  • 18
  • {1-[<i>N</i>'-(imidazole-1-carbonyl)-hydrazinocarbonyl]-propyl}-carbamic acid <i>tert</i>-butyl ester [ No CAS ]
  • [ 27757-86-4 ]
  • C15H24N4O4S [ No CAS ]
  • 19
  • [ 675834-23-8 ]
  • [ 27757-86-4 ]
  • <i>N</i>-(3-fluoro-2'-methanesulfonyl-biphenyl-4-yl)-2-[(thiophen-3-ylmethyl)-amino]-acetamide [ No CAS ]
  • 20
  • [ 22980-09-2 ]
  • [ 27757-86-4 ]
  • 2-(1<i>H</i>-indol-3-yl)-2-oxo-<i>N</i>-thiophen-3-ylmethyl-acetamide [ No CAS ]
  • 21
  • [ 6953-35-1 ]
  • [ 27757-86-4 ]
  • 2-(5-nitro-1<i>H</i>-indol-3-yl)-2-oxo-<i>N</i>-thiophen-3-ylmethyl-acetamide [ No CAS ]
  • 22
  • [ 89711-08-0 ]
  • [ 27757-86-4 ]
  • C12H18N2O2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol; for 0.5h;Product distribution / selectivity; 4 mmol C-Thiophen-3-yl-methylamine and 1 mmol (2-Oxo-ethyl)-carbamic acid tert-butyl ester were added in 5 ml MeOH (dry). After 30 min the 1 mmol 2-Chloro-4-fluoro-1-[isocyano-(toluene-4-sulfonyl)-methyl]-benzene was added. The reaction was heated to 40 C. and stirred for 24 h. After evaporation of the solvent the residue was purified with chromatographic methods.; C-<strong>[27757-86-4]thiophen-3-yl-methylamine</strong> (4 mmol) and (2-oxo-ethyl)-carbamic acid tert-butyl ester (1 mmol) were added to methanol (5 ml, dry). After 30 min 2,4-dichloro-1-[isocyano-(toluene-4-sulfonyl)-methyl]-benzene (1 mmol) was added. The reaction was heated to 40 C. and stirred for 24 h. After evaporation of the solvent the residue was purified with chromatographic methods.
  • 23
  • [ 27757-86-4 ]
  • 2-[3-(4-chloro-phenyl)-1-thiophen-3-ylmethyl-ureido]-N-(3-fluoro-2'-methanesulfonyl-biphenyl-4-yl)-acetamide [ No CAS ]
  • 24
  • [ 27757-86-4 ]
  • C10H16N4O2S [ No CAS ]
  • 25
  • [ 27757-86-4 ]
  • [ 847699-88-1 ]
  • 26
  • [ 27757-86-4 ]
  • 2-ethoxy-1-thiophen-3-ylmethyl-1<i>H</i>-benzoimidazole-5-sulfonic acid 4-fluoro-benzylamide [ No CAS ]
  • 27
  • [ 330670-94-5 ]
  • [ 27757-86-4 ]
  • [ 330669-37-9 ]
YieldReaction ConditionsOperation in experiment
68% In methanol; 1,1-dichloroethane; ethanol; dichloromethane; Scheme III, Step O: To a solution of (R)-6-fluoro-3-(3-oxiranylmethoxy-phenyl)-benzo[d]isoxazole (150 mg, 526 mmol) in dichloroethane (2 mL) add <strong>[27757-86-4]thiophen-3-yl-methylamine</strong> (119 mg, 1.05 mmol) (Table No.1, SM 9) and ethanol (2 mL) and heat at 85C for 10 hours. Cool reaction mixture at-25C and concentrate. Purify the compound on a Waters Sep-Pak silica cartridge using solvent mixtures anywhere from 1% to 10% methanol in dichloromethane to give the title compound (113.0 mg, 68% Yield). Purity by LC/MS=~100%, [M+H]+=399.
  • 28
  • [ 330670-96-7 ]
  • [ 27757-86-4 ]
  • {3-[4-(6-fluoro-benzo[d]isoxazol-3-yl)-phenoxy]-propyl}-thiophen-3-ylmethyl-amine hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
Scheme III, Step R: The title compound is prepared from a mixture of 3-[4-(3-bromo-propoxy)-phenyl]-6-fluoro-benzo[d]isoxazole, <strong>[27757-86-4]thiophen-3-yl-methylamine</strong> (Table No. 1, SM 9), potassium carbonate and acetonitrile essentially as described above in Example 10 except that the compound is recrystallized from methanol. Microanalysis (C, H, N) is consistent with the final, desired compound. mp=262-265C.
  • 29
  • 2-(4-benzo[b]thiophen-3-yl-phenoxymethyl)-oxirane [ No CAS ]
  • [ 27757-86-4 ]
  • [ 330669-81-3 ]
YieldReaction ConditionsOperation in experiment
In ethanol; Scheme III, Step O: The title compound is prepared from a mixture of 2-(4-benzo[b]thiophen-3-yl-phenoxymethyl)-oxirane, <strong>[27757-86-4]thiophen-3-yl-methylamine</strong> (Table No.1, SM 9) and ethanol essentially as described above in Example 96. Purity by LC/MS=99%, [M+H]+=396.
  • 30
  • 3-[4-(3-bromo-propoxy)-phenyl]-benzo[b]thiophene [ No CAS ]
  • [ 27757-86-4 ]
  • [3-(4-benzo[b]thiophen-3-yl-phenoxy)-propyl]-thiophen-3-ylmethyl-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol; ethyl acetate; Scheme III, Step R: The title compound is prepared from 3-[4-(3-bromo-propoxy)-phenyl]-benzo[b]thiophene, C-thiophene-3-yl-methylamine (Table No. 1, SM 9), potassium carbonate and acetonitrile essentially as described above in Example 118 except that the column chromatography is performed with a graded solvent mixture from 100% ethyl acetate to 10% methanol in ethyl acetate. Purity by LC/MS=99%, [M+H]+ = 380.
  • 31
  • [ 27757-86-4 ]
  • [ 936219-46-4 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 39 3-(2,3-dichlorophenyl)-4-(thien-3-ylmethyl)-4H-1,2,4-triazole The title compound was prepared as its trifluoroacetic acid salt using the procedure as described in Example 1D substituting thien-3-ylmethylamine for benzylamine. MS (DCI/NH3) m/z 310 (M+H)+; 1H NMR (CDCl3) delta 5.07 (s, 2H), 6.81 (dd, 1H), 7.05 (d, 1H), 7.31-7.34 (m, 3H), 7.66 (dd, 1H), 8.46 (s, 1H).
  • 32
  • [ 75-15-0 ]
  • [ 27757-86-4 ]
  • [ 89380-78-9 ]
  • 33
  • [ 1018481-29-2 ]
  • [ 27757-86-4 ]
  • [ 1018480-29-9 ]
  • 34
  • [ 1018481-30-5 ]
  • [ 27757-86-4 ]
  • [ 1018480-31-3 ]
YieldReaction ConditionsOperation in experiment
80%Chromat. With borane-ammonia complex; C15H30Cl2CoN3P; In hexane; at 50℃; for 16h;Inert atmosphere; Schlenk technique; General procedure: Under the protection of argon, the complex represented by the catalyst formula 1 (0.5-1 mol%), ammonia borane (0.6 _1.5 equiv), benzonitrile (0.5 mmol) and n-hexane (2 mL) were sequentially added to a 25 mL shrek bottle containing a magnetic stirrer and reacted at 25-50C for 16 hours. After the reaction was completed, the reaction mixture was diluted with 5 mL of methanol. The reaction product was quantified by GC using biphenyl as an internal standard.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 27757-86-4 ]

Amines

Chemical Structure| 115132-84-8

A998132 [115132-84-8]

Thiophen-3-ylmethanamine hydrochloride

Similarity: 0.97

Chemical Structure| 210552-07-1

A265680 [210552-07-1]

N-Methyl-3-Thiophenemethanamine

Similarity: 0.88

Chemical Structure| 34843-84-0

A143166 [34843-84-0]

2-(Thiophen-3-yl)ethanamine hydrochloride

Similarity: 0.79

Chemical Structure| 73540-75-7

A202705 [73540-75-7]

N,N-Diethylthiophene-3-carboxamide

Similarity: 0.58

Chemical Structure| 189329-94-0

A325615 [189329-94-0]

5-Bromothiophene-3-carboxamide

Similarity: 0.57