Reaction #433635

ord-7ce536f878274c26aac0a28349c12df8

Reaction equation

Cl.Fc1cccc(COc2ccc3c(c2)CCNCC3)c1
7-(3-fluoro-benzyloxy)-2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride
CC(Br)C(N)=O
(RS)-2-bromo-propionamide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
CC(C(N)=O)N1CCc2ccc(OCc3cccc(F)c3)cc2CC1
title compound
Yield 85.0%
CC(C(N)=O)N1CCc2ccc(OCc3cccc(F)c3)cc2CC1
(RS)-2-[7-(3-Fluoro-benzyloxy)-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl]-propionamide
Yield 85.0%

Reactants

Cl.Fc1cccc(COc2ccc3c(c2)CCNCC3)c1
7-(3-fluoro-benzyloxy)-2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride
CC(Br)C(N)=O
(RS)-2-bromo-propionamide
O=C([O-])[O-].[K+].[K+]
potassium carbonate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The title compound was prepared in analogy to Example 10 from 7-(3-fluoro-benzyloxy)-2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride [Example 1c)] and (RS)-2-bromo-propionamide with potassium carbonate as the base. Yield: 85% of theory as a white solid; MS: m/e=343 (M+H)+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07173023B2uspto-grants-2007_02