4-Nitrobenzoic Acid → 2-bromo-N-(imidazo[1,2-a]pyridin-6-ylmethyl)thiazole-5-carboxamide

Reaction equation

CC(C)[CH2:3][CH2:4][NH2:5].[Br:7][C:8]1[S:9][C:10]([C:13]([NH2:15])=[O:14])=[CH:11][N:12]=1.[N+:16]([C:19]1[CH:27]=[CH:26][C:22]([C:23](O)=O)=[CH:21]C=1)([O-])=O>>[Br:7][C:8]1[S:9][C:10]([C:13]([NH:15][CH2:23][C:22]2[CH:26]=[CH:27][C:19]3[N:16]([CH:3]=[CH:4][N:5]=3)[CH:21]=2)=[O:14])=[CH:11][N:12]=1

Participants

Reactant 3

HCID 61084-Nitrobenzoic Acid

HCID 7894Isoamylamine

HCID 203286042-Bromo-1,3-thiazole-5-carboxamide

Product 1

HCID 867019312-bromo-N-(imidazo[1,2-a]pyridin-6-ylmethyl)thiazole-5-carboxamide

Procedure

The title compound was prepared as described in Example 1A, substituting imidazo[1,2-a]pyridin-6-ylmethanamine for 3-methylbutan-1-amine and 2-bromothiazole-5-carboxamide for 4-nitrobenzoic acid.

Sources & evidence

ORD record: ord-6a6171473f4a4eafa53f13cc26974e3c
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187472B2

Reaction notes

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