Benzylamine → 2-Bromo-4-methyl-thiazole-5-carboxylic acid benzylamide

HRID 883138Notes

Reaction equation

HRID 883138 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:9][C:10]1[S:11][C:12]([C:16](O)=[O:17])=[C:13]([CH3:15])[N:14]=1>>[CH2:1]([NH:8][C:16]([C:12]1[S:11][C:10]([Br:9])=[N:14][C:13]=1[CH3:15])=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 28240582-Bromo-4-methyl-1,3-thiazole-5-carboxylic acid

Product 1

HCID 579593962-Bromo-4-methyl-thiazole-5-carboxylic acid benzylamideYield 60%

Procedure

Following the procedure as described in Preparation 7, making variations as required to use benzylamine in place of pyridin-3-ylmethanamine to react with 2-bromo-4-methylthiazole-5-carboxylic acid, the title compound was obtained as a yellow solid in 60% yield: 1H NMR (300 MHz, CDCl3) δ 7.41-7.26 (m, 5H), 5.99 (br s, 1H), 4.56 (d, J=5.7 Hz, 2H), 2.63 (s, 3H); MS (ES+) m/z 311.2 (M+1), 313.2 (M+1).

Workup

  1. customas described in Preparation 7

Sources & evidence

ORD record
ord-ab19f170403e4c3a815e3dd14d8064ea
Source dataset
uspto-grants-2012_08
Patent number
US08236835B2

Reaction notes

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