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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1660758Generated: November 1, 2026

Phosphate → 5-Bromo-2-(2,5-dimethyl-pyrrol-1-yl)-4-trifluoromethyl-thiazole

https://huagongshe.com/reaction/1660758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
Reactant2,5-HexanedioneHCID 8035—
Reactant5-Bromo-4-(trifluoromethyl)thiazol-2-amine hydrobromideHCID 84819866—
SolventMethanolHCID 887—
Product5-Bromo-2-(2,5-dimethyl-pyrrol-1-yl)-4-trifluoromethyl-thiazoleHCID 674291061,261%

Reaction Steps

Add hexane-2,5-dione (3.5 mL, 3.4 g, 30 2 mmol) to a solution of 5-bromo-4-trifluoromethyl-thiazol-2-ylamine hydrobromide (9.0 g, 27.4 mmol) in methanol (60 mL). Stir at room temperature overnight. Add phosphate buffer (50 mL, pH=7). Collect the resulting precipitate by filtration, washing with water. Dissolve the filter cake in CH2Cl2 and dry over sodium sulfate. Filter and concentrate under vacuum to obtain the title compound (8.2 g, 92%). 1H NMR (400 MHz, CDCl3) δ 5.91 (s, 2H), 2.27 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030304B2
Source datasetuspto-grants-2011_10
ORD IDord-a7672010c46c48a5a9179be5e5718cb1
Source noteuspto-grants-2011_10