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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1923647Generated: November 2, 2026

(5-Methyl-3-phenyl-4-isoxazolyl)methylamine → 2-[(5-Methyl-3-phenyl-isoxazol-4-ylmethyl)-amino]-thiazole-5-carboxylic acid isoprop-ylamide

https://huagongshe.com/reaction/1923647

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(5-Methyl-3-phenyl-4-isoxazolyl)methylamineHCID 2776151—
Reactant2-Chloro-thiazole-5-carboxylic acid isopropylamideHCID 66643738—
SolventDimethylformamideHCID 6228—
Product2-[(5-Methyl-3-phenyl-isoxazol-4-ylmethyl)-amino]-thiazole-5-carboxylic acid isoprop-ylamideHCID 4978092813.2%

Reaction Steps

A stirred solution of (5-methyl-3-phenyl-4-isoxazolyl)methylamine (100 mg, 0.53 mmol) and 2-chloro-thiazole-5-carboxylic acid isopropylamide (100 mg, 0.49 mmol) in DMF (5 mL) was heated at 100° C. for 7 days, then at 150° C. under microwave irradiation for 15 min. The reaction mixture was cooled and concentrated in vacuo, then diluted with water and extracted with ethyl acetate. The combined organic extracts were dried, filtered and concentrated, then purified by chromatography (silica, 0 to 3% methanol in dichloromethane) to give the title compound (23 mg, 12%) as a white solid. MS: m/e=357.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178522B2
Source datasetuspto-grants-2012_05
ORD IDord-3815fc4a75af4ff1b6aff7f46b85c884
Source noteuspto-grants-2012_05