5-Bromothiophene-3-carboxylic acid → 5-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-3-carboxamide

HRID 544937Notes

Reaction equation

HRID 544937 reaction equation
[Br:1][C:2]1[S:6][CH:5]=[C:4]([C:7]([OH:9])=O)[CH:3]=1.Cl.[NH2:11][C:12]1[CH:13]=[C:14]([CH:21]=[CH:22][C:23]=1[CH3:24])[C:15]([NH:17][CH:18]1[CH2:20][CH2:19]1)=[O:16]>>[Br:1][C:2]1[S:6][CH:5]=[C:4]([C:7]([NH:11][C:12]2[CH:13]=[C:14]([C:15](=[O:16])[NH:17][CH:18]3[CH2:20][CH2:19]3)[CH:21]=[CH:22][C:23]=2[CH3:24])=[O:9])[CH:3]=1

Participants

3

Reactant 2

HCID 120399785-Bromothiophene-3-carboxylic acidHCID 442031943-Amino-N-cyclopropyl-4-methylbenzamide hydrochloride

Product 1

HCID 597614875-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-3-carboxamide

Procedure

Compound a was prepared by coupling commercially available 5-bromothiophene-3-carboxylic acid with 3-amino-N-cyclopropyl-4-methylbenzamide hydrochloride (prepared as described in WO 04/071440) using the method described in Example 128 to afford a tan solid. HPLC Ret time=3.02 min. LCMS [M+H]+ 379.0.

Workup

  1. customCompound a was prepared
  2. customto afford a tan solid
  3. customHPLC Ret time=3.02 min

Sources & evidence

ORD record
ord-c4e66cc860cc47309fd4beffb8d40cbc
Source dataset
uspto-grants-2011_05
Patent number
US07935696B2

Reaction notes

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