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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589794Generated: October 31, 2026

Methyl 2-amino-5-methyl-1,3-thiazole-4-carboxylate → 2-({[5-Chloro-4-(2,5-difluorophenyl)thiophen-2-yl]sulfonyl}amino)-5-methyl-1,3-thiazole-4-carboxylic acid

https://huagongshe.com/reaction/589794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-amino-5-methyl-1,3-thiazole-4-carboxylateHCID 1132801—
Reactant5-Chloro-4-(2,5-difluorophenyl)thiophene-2-sulfonyl chlorideHCID 86689190—
Product2-({[5-Chloro-4-(2,5-difluorophenyl)thiophen-2-yl]sulfonyl}amino)-5-methyl-1,3-thiazole-4-carboxylic acidHCID 8668920021%

Reaction Steps

The product was prepared from methyl 2-amino-5-methyl-1,3-thiazole-4-carboxylate (25 mg, 0.15 mmol), and 5-chloro-4-(2,5-difluorophenyl)thiophene-2-sulfonyl chloride (Intermediate 20) (48 mg, 0.15 mmol) according to the General Procedure 11, described in Example 131. The crude product was purified using reversed phase chromatography (ACE C8, 5 μm, 21×50 mm, flow 25 ml/min, gradient: H20.1% TFA in water/MeCN over 6 minutes). The title compound was obtained in 21% yield (14.1 mg). 1H NMR (400 MHz, MeOH-d4) δ ppm 2.56 (s, 3 H) 7.17-7.30 (m, 3 H) 7.55 (d, J=1.76 Hz, 1 H). MS (ESI+) m/z 451 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233946B2
Source datasetuspto-grants-2016_01
ORD IDord-b057e7aa1d26434f9315893dfe046783
Source noteuspto-grants-2016_01