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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527908Generated: October 31, 2026

Sodium Methoxide → (R)-tert-butyl 3-((5-cyano-6-methoxypyridin-2-yl)(methyl)amino)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/527908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 86692137HCID 86692137—
SolventMethanolHCID 887—
Product(R)-tert-butyl 3-((5-cyano-6-methoxypyridin-2-yl)(methyl)amino)pyrrolidine-1-carboxylateHCID 86692138—

Reaction Steps

To a solution of (R)-tert-butyl 3-((6-chloro-5-cyanopyridin-2-yl)(methyl)amino)pyrrolidine-1-carboxylate (0.45 mmol) in MeOH (20 mL) was added the solution of NaOMe (0.9 mmol) in MeOH (2 mL). The reaction mixture was stirred at room temperature for 3 hours, then heated to 50° C., stirred for another 2 hours, then stirred at reflux overnight. The mixture was concentrated, diluted with EtOAc, washed with brine, dried, filtered, and concentrated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346810B2
Source datasetuspto-grants-2016_05
ORD IDord-c98f830418dd46c8a0b2b3e5e7438186
Source noteuspto-grants-2016_05