Triethylamine → HCID 57513609, compound

HRID 2368401Notes

Reaction equation

HRID 2368401 reaction equation
[NH2:1][C:2]([CH3:25])([CH3:24])[C:3]([NH:5][C:6]1[S:7][C:8]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:10]=1)=[O:4].[F:26][C:27]1[CH:32]=[CH:31][C:30]([S:33](Cl)(=[O:35])=[O:34])=[CH:29][CH:28]=1.C(N(CC)CC)C>CN(C=O)C>[CH2:17]([C:8]1[S:7][C:6]([NH:5][C:3](=[O:4])[C:2]([NH:1][S:33]([C:30]2[CH:31]=[CH:32][C:27]([F:26])=[CH:28][CH:29]=2)(=[O:35])=[O:34])([CH3:25])[CH3:24])=[N:10][C:9]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 95884-Fluorobenzenesulfonyl chlorideHCID 57513606HCID 57513606, compound

Product 1

HCID 57513609HCID 57513609, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Amino-N-(benzyl-4-phenyl-thiazol-2-yl)-2-methyl-propionamide (100 mg, 0.3 mmol), 4-Fluoro-benzensulfonyl chloride (80 mg, 0.4 mmol) and triethyl amine (85 μL, 1 mmol) were stirred a solution in DMF (5 mL). Purification via HPLC afforded the title compound. 1H NMR (400 MHz, DMSO-D6) δ 1.31 (s, 6H) 4.21 (s, 2H) 7.20-7.26 (m, 3H) 7.28-7.39 (m, 5H) 7.45 (s, 2H) 7.62 (d, J=7.07 Hz, 2H) 7.85 (s, 2H) 7.95 (s, 1H) 11.80 (s, 1H). m/z 510.1 (MH+).

Workup

  1. customPurification via HPLC

Sources & evidence

ORD record
ord-541ac2f23bdb4a2087d08038f7fb739f
Source dataset
uspto-grants-2014_04
Patent number
US08703761B2

Reaction notes

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