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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243223Generated: October 31, 2026

Toluene → [1-(6-Fluoro-3,4-dihydro-5-oxa-1,2a-diaza-acenaphthylen-2-yl)ethyl]carbamic acid tert-butyl ester

https://huagongshe.com/reaction/243223

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantN-[1-(6-fluoro-3,4-dihydro-5-oxa-1,2a-diaza-acenaphthylen-2-yl)ethyl]acetamideHCID 68156926—
Reactant[(S)-1-(8-Fluoro-3,4-dihydro-2H-benzo[1,4]oxazin-5-ylcarbamoyl)ethyl]carbamic acid tert-butyl esterHCID 68158273—
SolventAcetic AcidHCID 176—
Product[1-(6-Fluoro-3,4-dihydro-5-oxa-1,2a-diaza-acenaphthylen-2-yl)ethyl]carbamic acid tert-butyl esterHCID 68157787—

Reaction Steps

A solution of [(S)-1-(8-fluoro-3,4-dihydro-2H-benzo[1,4]oxazin-5-ylcarbamoyl)ethyl]carbamic acid tert-butyl ester (440 mg, 1.297 mmol) in AcOH (15 mL) was stirred successively at 80° C. for 1 h, 100° C. for 5 h and then 85° C. for 16 h. Toluene was added and the reaction mixture concentrated in vacuo to give a mixture of the title compound and N-[1-(6-fluoro-3,4-dihydro-5-oxa-1,2a-diaza-acenaphthylen-2-yl)ethyl]acetamide. LCMS (Method B): RT 1.72 min [M+H]+ 264 & 2.51 min [M+H]+ 322

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653089B2
Source datasetuspto-grants-2014_02
ORD IDord-2441fb3906554d509272ce3a4a61d8a5
Source noteuspto-grants-2014_02