Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1244556Generated: October 30, 2026

2,3,6-Trifluorobenzyl bromide → Methylamine

https://huagongshe.com/reaction/1244556

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3,6-Trifluorobenzyl bromideHCID 519061—
ReactantMethyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylateHCID 2883518—
Reactant(RS)-5-oxo-1-[4-(2,3,6-trifluoro-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid methyl esterHCID 68614422—
ProductMethylamineHCID 6329—
Product(RS)-5-oxo-1-[4-(2,3,6-trifluoro-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid methylamideHCID 10407290—

Reaction Steps

The title compound is prepared by alkylation of the (RS)-1-(4-hydroxyphenyl)-5-oxo-pyrrolidine-3-carboxylic acid methyl ester with 2,3,6-trifluorobenzyl bromide giving the (RS)-5-oxo-1-[4-(2,3,6-trifluoro-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid methyl ester as a light yellow solid [73% of theory, MS: m/e=379 (M+H)+], which, thereupon, by treatment with methylamine yields the (RS)-5-oxo-1-[4-(2,3,6-trifluoro-benzyl-oxy)-phenyl]-pyrrolidine-3-carboxylic acid methylamide. Yield: 64% of theory as a white solid. MS: m/e=379 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122562B2
Source datasetuspto-grants-2006_10
ORD IDord-d16fd3438bd14fb3ac69a8da3276993f
Source noteuspto-grants-2006_10