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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1264716Generated: November 2, 2026

Dimethylformamide → 5-Amino-7-(3,3-dimethyl-2-butanonyl)-5,7-dihydro-6H-dibenz[b,d]azepin-6-one Hydrochloride

https://huagongshe.com/reaction/1264716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant1-ChloropinacoloneHCID 83572—
Reactant5-(N-Boc-amino)-5,7-dihydro-6H-dibez[b,d]azepin-6-oneHCID 11493548—
SolventDichloromethaneHCID 6344—
Product5-Amino-7-(3,3-dimethyl-2-butanonyl)-5,7-dihydro-6H-dibenz[b,d]azepin-6-one HydrochlorideHCID 86585111—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 5-(N-Boc-amino)-5,7-dihydro-6H-dibenz[b,d]azepin-6-one (0.2 g, 0.617 mmol) (Example 7-E) in. DMF was treated with Cs2CO3 (0.3 g, 0.925 mmol) and warmed to 60° C. To the reaction mixture was added 1-chloro-3,3-dimethyl-2-butanone (0.096 ml, 0.74 mmol) (Aldrich) and stirring continued for 17 h. After cooling to 23° C., the mixture was diluted with CH2Cl2, washed with several portions of brine and dried over Na2SO4. The title compound was isolated as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06544978B2
Source datasetuspto-grants-2003_04
ORD IDord-7006fb68618a48ee8df43812bfcc6126
Source noteuspto-grants-2003_04