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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038020Generated: October 31, 2026

Triethylamine → 1-Tert-butoxycarbonylmethyl-3-methoxymethyl-pyrrolidine-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/1038020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantMethyl 3-(methoxymethyl)pyrrolidine-3-carboxylateHCID 59511362—
SolventAcetonitrileHCID 6342—
Product1-Tert-butoxycarbonylmethyl-3-methoxymethyl-pyrrolidine-3-carboxylic acid methyl esterHCID 5951135451%

Reaction Steps

To a stirred mixture of 3-methoxymethyl-pyrrolidine-3-carboxylic acid methyl ester (140 mg, 0.81 mmol), triethylamine (112 μl, 0.82 mmol) and cesium carbonate (263 mg, 0.81 mmol) in acetonitrile (2 ml) was added tert-butyl bromoacetate (119 μl, 0.81 mmol) slowly. The mixture was stirred for 15 minutes, filtered and concentrated. The residue was purified by column chromatography on silica gel. Elution with a solution of ethyl acetate and hexanes (1:2) provided 118 mg (51%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-ca03141c2bdc44e388bf982af25ece04
Source noteuspto-grants-2013_10