Reaction #520583

Reaction equation

1-chloro-3,3-dimethyl-2-butanone

5-(N-Boc-amino)-5,7-dihydro-6H-dibenz[b,d]azepin-6-one

Cs2CO3

→

title compound

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

Solvents

—

CH25Cl2

DMF

Conditions

Workup

1. 1
   TemperatureAfter cooling to 23° C.
2. 2
   Washwashed with several portions of brine
3. 3
   Dryingdried over Na2SO4

Procedure

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 CH25Cl2, washed with several portions of brine and dried over Na2SO4. The title compound was isolated as a colorless solid. C25H30N2O4 (MW=422.522); mass spectroscopy (MH+) 423

Source