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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1882159Generated: November 1, 2026

2-Thiazolamine, 4-(trifluoromethyl)- → 6-{(E)-2-[3-Difluoromethoxy-2-(2,2-dimethylpropoxy)phenyl]vinyl}-N-[4-(trifluoro-methyl)-1,3-thiazol-2-yl]imidazo[2,1-b][1,3]thiazole-5-carboxamide

https://huagongshe.com/reaction/1882159

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Thiazolamine, 4-(trifluoromethyl)-HCID 1201417—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant6-{(E)-2-[3-(Difluoromethoxy)-2-(2,2-dimethylpropoxy)phenyl]vinyl}imidazo[2,1-b][1,3]thiazole-5-carboxylic acidHCID 68407345—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product6-{(E)-2-[3-Difluoromethoxy-2-(2,2-dimethylpropoxy)phenyl]vinyl}-N-[4-(trifluoro-methyl)-1,3-thiazol-2-yl]imidazo[2,1-b][1,3]thiazole-5-carboxamideHCID 46833252—

Reaction Steps

The title compound was prepared according to the general procedure (Method B) by coupling Intermediate 7A (270 mg, 0.639 mmol) with 4-(trifluoromethyl)-1,3-thiazol-2-amine (116 mg, 0.703 mmol) in the presence of EDCI hydrochloride (245 mg, 1.278 mmol) and DMAP (72 mg, 0.639 mmol) in a mixture of THF and DMF (1:1, 6 mL) to give 127 mg of the product as an off-white solid; 1H NMR (300 MHz, DMSO-d6) δ 1.02 (s, 9H), 3.56 (s, 2H), 7.17 (t, J=74.1 Hz, 1H), 7.20-7.31 (m, 2H), 7.42-7.45 (m, 1H), 7.52 (d, J=15.9 Hz, 1H), 7.67-7.69 (m, 1H), 7.81 (d, J=16.2 Hz, 1H), 8.06-8.10 (m, 2H), 13.01 (br s, 1H); APCI-MS (m/z) 573.26 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318928B2
Source datasetuspto-grants-2012_11
ORD IDord-85ed9f5653a24b5d95286b5d609dec7a
Source noteuspto-grants-2012_11