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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651647Generated: October 30, 2026

Sodium hydride → HCID 53951342, compound

https://huagongshe.com/reaction/651647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamateHCID 10750535—
ReactantHCID 18176374HCID 18176374—
SolventDimethylformamideHCID 6228—
ProductHCID 53951342HCID 53951342—

Reaction Steps

Sodium hydride (0.081 g, 2.02 mmol, 60% mineral oil dispersion) is added to a solution of [2-oxopyrrolidin-3-(S)-yl]-carbamic acid tert-butyl ester (0.404 g, 2.02 mmol) in DMF (5 mL) at 0° C. The mixture is stirred for 10 minutes, then cannulated dropwise to a solution of 1-benzenesulfonyl-2-bromomethyl-4-chloro-1H-pyrrolo[3,2-c]pyridine (0.74 g, 1.92 mmol) in DMF (10 mL) at 0° C. The resulting yellow solution is stirred for 1 hour at 0° C. then quenched with saturated ammonium chloride solution and diluted with EtOAc. The organic layer is washed with water and brine, then dried over MgSO4, filtered and concentrated. The solid product (0.94 g, 1.86 mmol) is used in the subsequent step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06281227B1
Source datasetuspto-grants-2001_08
ORD IDord-4ab93e56899a47a99dd375025d1b2d37
Source noteuspto-grants-2001_08