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

HRID 544926Notes

Reaction equation

HRID 544926 reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]([OH:9])=O)=[CH:4][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][C:5]([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:4][CH:3]=1

Participants

3

Reactant 2

HCID 3491155-Bromothiophene-2-carboxylic acidHCID 442031943-Amino-N-cyclopropyl-4-methylbenzamide hydrochloride

Product 1

HCID 597614015-Bromo-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)thiophene-2-carboxamide

Procedure

Compound a was prepared by coupling 5-bromothiophene-2-carboxylic acid with 3-amino-N-cyclopropyl-4-methylbenzamide hydrochloride (prepared as described in WO04071440) using the method described in Example 2. HPLC Ret time=3.16 min. LCMS [M+H]+ 379.15.

Workup

  1. customCompound a was prepared
  2. customHPLC Ret time=3.16 min

Sources & evidence

ORD record
ord-138e84d3320144aabfa24313e65fcc77
Source dataset
uspto-grants-2011_05
Patent number
US07935696B2

Reaction notes

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