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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887749Generated: October 29, 2026

Sodium hydride → tert-butyl (2R)-4-methyl-1-oxo-1-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1,2,3,4-tetrahydroquinolin-3-ylamino]pentan-2-ylcarbamate

https://huagongshe.com/reaction/1887749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-butyl (2R)-1-[8-(4-chlorobutanamido)-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylamino]-4-methyl-1-oxopentan-2-ylcarbamateHCID 86649077—
SolventDimethylformamideHCID 6228—
Producttert-butyl (2R)-4-methyl-1-oxo-1-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1,2,3,4-tetrahydroquinolin-3-ylamino]pentan-2-ylcarbamateHCID 70821488—

Reaction Steps

tert-Butyl (2R)-1-[8-(4-chlorobutanamido)-2-oxo-1,2,3,4-tetrahydroquinolin-3-ylamino]-4-methyl-1-oxopentan-2-ylcarbamate (350 mg) was dissolved in N,N-dimethylformaldehyde (4.0 mL), and sodium hydride (34 mg) was added thereto under cooling on ice, followed by stirring for 1.5 hours. The resultant mixture was extracted with water and ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, and then dried over sodium sulfate. The solvent was evaporated under reduced pressure, whereby the title compound (325 mg) was yielded.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501772B2
Source datasetuspto-grants-2013_08
ORD IDord-7a53d1c8f37e4198a02cd3ba6e1ae17b
Source noteuspto-grants-2013_08