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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697694Generated: October 29, 2026

2-Chloropyrimidine → (2S,4R)-1-Pyrimidin-2-yl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/1697694

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloropyrimidineHCID 74404—
Reactant(2S,4S)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid ethyl esterHCID 66770899—
Reactant(2S,4R)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl esterHCID 66771131—
Product(2S,4R)-1-Pyrimidin-2-yl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl EsterHCID 66770364—

Reaction Steps

In analogy to the procedure described in example 335a, (2S,4R)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester (prepared as described for the corresponding (2S,4S)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid ethyl ester in example 192e) was reacted with 2-chloro-pyrimidine (CAS Reg. No. 1722-12-9) in a shaking reactor at 150° C. for 48 h to give the title compound as yellow oil. MS (ESI): m/z=416.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163793B2
Source datasetuspto-grants-2012_04
ORD IDord-0c57b44f26e746ae986349a9963ed3fd
Source noteuspto-grants-2012_04