2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE synthesis

Yield: 78%

Reaction Conditions:

Stage #1:1,5-dihydro-benzo[d]azepine-2,4-dione with dimethylsulfide borane complex in toluene for 4 h;Heating / reflux;
Stage #2: with methanol in toluene for 1 h;Heating / reflux;
Stage #3: with hydrogenchloride in methanol;diethyl ether;toluene at 20;

Steps:

77
Preparation 77: 2,3,4,5-tetrahydro-1 H-benzo[d]azepine hydrochloride; To a suspension of 1,5-dihydro-benzo [d]azepine-2,4-dione g) in toluene (250 ml) borane-methylsulfide complex (20 ml) was added dropwise under nitrogen atmosphere, then the mixture was heated at reflux for 4 h. MeOH (20 ml) was added dropwise and the mixture refluxed for additional 1 h, then cooled to room temperature. A 10% solution of anidrous HCI in ethyl ether (50 ml) was added and the solid precipitate was filtered off, washed with ethyl ether and desiccated under reduced pressure to afford the title compound as a white solid (7.6 g, 78% yield). MS (mlz): 148 [MH]+.

References:

GLAXO GROUP LIMITED WO2005/118549, 2005, A2 Location in patent:Page/Page column 47