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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476795Generated: October 30, 2026

Sodium hydride → HCID 90387389, compound

https://huagongshe.com/reaction/1476795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl (3R)-3-hydroxypyrrolidine-1-carboxylateHCID 6544479—
ReactantHCID 22250128HCID 22250128—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 90387389HCID 90387389—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of (R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate (496 mg, 2.65 mmol) in NMP (4 mL) at 0° C. was treated with NaH (106 mg, 2.65 mmol) and stirred for 1 hour. Next, 1-chloroisoquinoline-3-carbonitrile (500 mg, 2.65 mmol) was added and the reaction mixture was stirred at RT for 15 minutes and then heated at 140° C. for 15 minutes in a microwave reactor. The crude reaction mixture, which contained the title compound, was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09402841B2
Source datasetuspto-grants-2016_08
ORD IDord-56785477bfa147a086a3f078861ac630
Source noteuspto-grants-2016_08