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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022800Generated: October 26, 2026

Ammonium Chloride → tert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-[(2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl)methyl]-1,4-oxazepane-4-carboxylate

https://huagongshe.com/reaction/1022800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium MethoxideHCID 10942334—
Reactanttert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-[({[2-(methoxycarbonyl)phenyl]carbamoyl}amino)methyl]-1,4-oxazepane-4-carboxylateHCID 66976641—
SolventMethanolHCID 887—
Producttert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-[(2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl)methyl]-1,4-oxazepane-4-carboxylateHCID 6697687975.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

A 28% solution (0.2 ml) of sodium methoxide in methanol was added dropwise to a solution of tert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-[({[2-(methoxycarbonyl)phenyl]carbamoyl}amino)methyl]-1,4-oxazepane-4-carboxylate (190 mg) in methanol (5 mL), and the mixture was stirred at 80° C. for 1 hr. Saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (135 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722662B2
Source datasetuspto-grants-2014_05
ORD IDord-ff36ea3383e141479fe23a0f49b1a89f
Source noteuspto-grants-2014_05