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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595819Generated: October 31, 2026

Methyl chloroformate → Methyl 3-(6-amino-5-bromopyridin-3-yl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/595819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Bromo-5-(pyrrolidin-3-yl)pyridin-2-amineHCID 118045288—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-(6-amino-5-bromopyridin-3-yl)pyrrolidine-1-carboxylateHCID 118045886—

Reaction Steps

To 3-bromo-5-(pyrrolidin-3-yl)pyridin-2-amine, (20 mg, 0.083 mmol) in DCM in ice bath was added DIEA (43.3 μl, 0.248 mmol) and methyl chloroformate (6.40 μl, 0.083 mmol). The reaction mixture was stirred in ice bath for 30 min. The reaction mixture was partitioned between DCM and water. The DCM layer was separated and washed with brine, dried over sodium sulfate, filtered off, and evaporated. The crude product was used for next step without purification. LCMS (m/z): 300.0, 302.0 (MH+), 0.421 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242996B2
Source datasetuspto-grants-2016_01
ORD IDord-4f2001d1fa314d37b4d82a09d461dd5c
Source noteuspto-grants-2016_01