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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093618Generated: November 1, 2026

Trimethylsilyldiazomethane → Methyl 2-chloropyrimidine-5-carboxylate

https://huagongshe.com/reaction/2093618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant2-Chloropyrimidine-5-carboxylic acidHCID 11094906—
SolventBenzeneHCID 241—
SolventMethanolHCID 887—
ProductMethyl 2-chloropyrimidine-5-carboxylateHCID 12627752—

Reaction Steps

To a solution 2-chloropyrimidine-5-carboxylic acid (1.63 g, 10.28 mmol) in a mixture of methanol (20 ml) and benzene (50 ml) was added a solution of (trimethylsilyl)diazomethane in hexanes (2.0 M, 10 ml) at room temperature. The mixture was stirred for 30 min, and then was concentrated to give the title compound (1.77 g) as a yellow solid. Mass spectrum (ESI) 173.2 (M+1). 1H NMR (500 MHz, CDCl3) δ 9.18 (s, 2H), 4.02 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445480B2
Source datasetuspto-grants-2013_05
ORD IDord-f2b8cd3c6c554656b7987b188d8bf86b
Source noteuspto-grants-2013_05