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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1882151Generated: October 29, 2026

2-Thiazolamine, 4-(trifluoromethyl)- → 6-{(E)-2-[2-(Isobutoxy)-3-methoxyphenyl]vinyl}-N-[4-(trifluoromethyl)-1,3-thiazol-2-yl]imidazo[2,1-b][1,3]thiazole-5-carboxamide

https://huagongshe.com/reaction/1882151

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Thiazolamine, 4-(trifluoromethyl)-HCID 1201417—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant6-{(E)-2-[2-(Isobutoxy)-3-methoxyphenyl]vinyl}imidazo[2,1-b][1,3]thiazole-5-carboxylic acidHCID 59369895—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product6-{(E)-2-[2-(Isobutoxy)-3-methoxyphenyl]vinyl}-N-[4-(trifluoromethyl)-1,3-thiazol-2-yl]imidazo[2,1-b][1,3]thiazole-5-carboxamideHCID 46832656—

Reaction Steps

The title compound was prepared according to the general procedure (Method B) by coupling Intermediate 2 (150 mg, 0.403 mmol) with 4-(trifluoromethyl)-1,3-thiazol-2-amine (79 mg, 0.484 mmol) in the presence of EDCI hydrochloride (154 mg, 0.807 mmol) and DMAP (73 mg, 0.605 mmol) in a mixture of DCM and DMF (4:1, 5 mL) to give 10 mg of the product as an off-white solid; 1H NMR (300 MHz, DMSO-d6) δ 0.97 (d, J=6.3 Hz, 6H), 1.98-2.04 (m, 2H), 3.65-3.71 (m, 2H), 3.81 (s, 3H), 6.97-7.03 (m, 1H), 7.07-7.14 (m, 1H), 7.30-7.36 (m, 1H), 7.42-7.52 (m, 2H), 7.83 (d, J=16.2 Hz, 1H), 7.97-8.07 (m, 2H), 13.00 (br s, 1H); APCI-MS (m/z) 523.12 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318928B2
Source datasetuspto-grants-2012_11
ORD IDord-27b88c98f3fe4800b0cca0c6aae12430
Source noteuspto-grants-2012_11