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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589789Generated: October 30, 2026

Ethyl 2-amino-4-methylthiazole-5-carboxylate → Ethyl 2-({[5-chloro-4-(2,5-difluorophenyl)thiophen-2-yl]sulfonyl}amino)-4-methyl-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/589789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-amino-4-methylthiazole-5-carboxylateHCID 343747—
Reactant5-Chloro-4-(2,5-difluorophenyl)thiophene-2-sulfonyl chlorideHCID 86689190—
ProductEthyl 2-({[5-chloro-4-(2,5-difluorophenyl)thiophen-2-yl]sulfonyl}amino)-4-methyl-1,3-thiazole-5-carboxylateHCID 8668919520%

Reaction Steps

The product was prepared from ethyl 2-amino-4-methyl-1,3-thiazole-5-carboxylate (9 mg, 0.050 mmol) and 5-chloro-4-(2,5-difluorophenyl)thiophene-2-sulfonyl chloride (Intermediate 20) (17 mg, 0.050 mmol) according to the General Procedure 9, described in Example 123, using a slightly modified reaction temperature of 60° C. and a reaction time of one week. The title compound was obtained in 20% yield (4.7 mg). 1H NMR (500 MHz, CDCl3) δ ppm 1.36 (t, J=7.11 Hz, 3 H) 2.62 (s, 3 H) 4.32 (q, J=7.11 Hz, 2 H) 7.05-7.11 (m, 1 H) 7.13 (td, J=9.02, 4.63 Hz, 1 H) 7.16 (ddd, J=8.55, 5.62, 3.07 Hz, 1 H) 7.60 (d, J=1.83 Hz, 1 H). MS (ESI+) m/z 479 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233946B2
Source datasetuspto-grants-2016_01
ORD IDord-4621b2b218354a64824faf1bdd25e0d2
Source noteuspto-grants-2016_01