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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942464Generated: November 2, 2026

Dimethylformamide → HCID 86656347, compound

https://huagongshe.com/reaction/1942464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantBromocyclopropaneHCID 78037—
ReactantHCID 67332567HCID 67332567—
SolventWaterHCID 962—
ProductHCID 86656347HCID 86656347—

Reaction Steps

To tert-butyl (3R)-3-[{[4-(4-hydroxybutyl)-2,2,7-trimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}(isopropyl)amino]piperidine-1-carboxylate (200 mg) were added sodium hydride (60 mg) and N,N-dimethylformamide (3 ml) under ice-cooling, and the mixture was stirred at room temperature for 30 minutes. Then, to the mixture was added bromocyclopropane (0.30 ml), and the mixture was stirred at 150° C. for 6 hours. After the reaction was complete, water was added to the reaction solution, and the mixture was extracted with ethyl acetate solution. The obtained ethyl acetate solution was washed with water and an aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/2) to give the title compound (30 mg) as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389511B2
Source datasetuspto-grants-2013_03
ORD IDord-e109db7d0318444fb9aaa0f05aeaad99
Source noteuspto-grants-2013_03