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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222411Generated: October 25, 2026

Triethylamine → 3-[(6-Chloro-benzooxazol-2-ylamino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/222411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,6-DichlorobenzoxazoleHCID 77175—
Reactanttert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylateHCID 2756485—
SolventDichloromethaneHCID 6344—
Product3-[(6-Chloro-benzooxazol-2-ylamino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 5917801199.8%

Reaction Steps

A mixture of 220 mg (1.1 mmol) 3-aminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (commercially available), 188 mg (1 mmol) 2,6-dichloro-benzooxazole (commercially available) and 303 mg (3 mmol) NEt3 in 4 mL DCM was stirred at room temperature over night. After evaporation to dryness the residue was purified with flash column chromatography on silica eluting with a gradient formed from ethyl acetate and heptane. The product containing fractions were evaporated to yield 351 mg (99%) of the title compound. MS (m/e): 352.4 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207220B2
Source datasetuspto-grants-2012_06
ORD IDord-8372c10d7a794a2eaee5d4b9279258a4
Source noteuspto-grants-2012_06