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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1170901Generated: October 26, 2026

2,5-Hexanedione → Ethyl 5-(2,5-dimethyl-1H-pyrrol-1-YL)thiazole-4-carboxylate

https://huagongshe.com/reaction/1170901

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,5-HexanedioneHCID 8035—
ReactantEthyl 5-amino-1,3-thiazole-4-carboxylateHCID 12620181—
CatalystScandium(III) triflateHCID 2734571—
ProductEthyl 5-(2,5-dimethyl-1H-pyrrol-1-YL)thiazole-4-carboxylateHCID 59553905—

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of ethyl 5-aminothiazole-4-carboxylate (91.3 mg, 0.53 mmol), scandium (III) triflate (2.61 mg, 0.005 mmol) and 2,5-hexanedione (1.5 mL) was heated up to 180° C. for 1 h by microwave. The reaction was then concentrated and purified with silica gel chromatography to give a tan solid of ethyl 5-(2,5-dimethyl-1H-pyrrol-1-yl)thiazole-4-carboxylate (104 mg). 1H NMR (400 MHz, CDCl3) δ 8.82 (s, 1H), 5.92 (s, 2H), 4.25 (q, 2H), 2.01 (s, 6H), 1.20 (t, 3H). MS m/z 251.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07829572B2
Source datasetuspto-grants-2010_11
ORD IDord-53680c47cfc143a39f33107ee4207f63
Source noteuspto-grants-2010_11