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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635194Generated: October 31, 2026

Water → 3-Chloro-4-[4-(3',6'-dihydro[2,4'-bipyridin]-1'(2'H)-yl)butyl]-1,4-benzoxazepin-5(4H)-one

https://huagongshe.com/reaction/635194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 69690191HCID 69690191—
SolventEthanolHCID 702—
Product3-Chloro-4-[4-(3',6'-dihydro[2,4'-bipyridin]-1'(2'H)-yl)butyl]-1,4-benzoxazepin-5(4H)-oneHCID 980164081%

Reaction Steps

800 mg of the compound of Example 23 was dissolved in 20 ml of ethanol, 140 mg (2 equivalents) of sodium borohydride was added under ice cooling, then the result was agitated at room temperature for 10 minutes. Water was added and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated saline, then was dried with anhydrous magnesium sulfate. The solvent was distilled off and the resultant crude product was refined with silica gel column chromatography (methylene chloride:methanol=30:1), to obtain the above-referenced compound in an amount of 600 mg (yield of 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06187769B1
Source datasetuspto-grants-2001_02
ORD IDord-70068e0c28e54131987c639b9a51c554
Source noteuspto-grants-2001_02