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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1882377Generated: October 27, 2026

Bromomethylcyclopropane → ethyl 2-(1-(cyclopropylmethyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-4-methylthiazole-5-carboxylate

https://huagongshe.com/reaction/1882377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromomethylcyclopropaneHCID 81503—
Reactant2-(Bromomethyl)-1,1-difluorocyclopropaneHCID 2761402—
Reactantethyl 4-methyl-2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylateHCID 57920013—
Productethyl 2-(1-(cyclopropylmethyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-4-methylthiazole-5-carboxylateHCID 5791975483%

Reaction Steps

Following the procedure as described in Preparation 13, making variation as required to replace bromomethyl-2,2-difluorocyclopropane with (bromomethyl)cyclopropane to react with ethyl 4-methyl-2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiazole-5-carboxylate in place of ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate, the title compound was obtained as a white solid in 83% yield: 1H NMR (300 MHz, CDCl3) δ 8.27 (s, 1H), 4.31 (q, J=7.1 Hz, 2H), 3.63 (d, J=7.1 Hz, 2H), 2.64 (s, 3H), 1.35 (t, J=7.1 Hz, 3H), 1.19-1.04 (m, 1H), 0.53-0.42 (m, 2H), 0.36-0.27 (m, 2H); MS (ES+) m/z 309.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318949B2
Source datasetuspto-grants-2012_11
ORD IDord-6f483da6e4f8459aa81d25346c573877
Source noteuspto-grants-2012_11