Potassium Carbonate → (RS)-2-[7-(3-Fluoro-benzyloxy)-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl]-propionamide

HRID 346453

Reaction equation

Cl.[F:2][C:3]1[CH:4]=[C:5]([CH:19]=[CH:20][CH:21]=1)[CH2:6][O:7][C:8]1[CH:18]=[CH:17][C:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16][C:10]=2[CH:9]=1.Br[CH:23]([CH3:27])[C:24]([NH2:26])=[O:25].C(=O)([O-])[O-].[K+].[K+]>>[F:2][C:3]1[CH:4]=[C:5]([CH:19]=[CH:20][CH:21]=1)[CH2:6][O:7][C:8]1[CH:18]=[CH:17][C:11]2[CH2:12][CH2:13][N:14]([CH:23]([CH3:27])[C:24]([NH2:26])=[O:25])[CH2:15][CH2:16][C:10]=2[CH:9]=1

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 1011182-Bromopropanamide

HCID 210801847-(3-fluoro-benzyloxy)-2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride

Product 1

HCID 11302300(RS)-2-[7-(3-Fluoro-benzyloxy)-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl]-propionamideYield 85%

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)+.

Sources & evidence

ORD record: ord-7ce536f878274c26aac0a28349c12df8
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07173023B2

Linked notes

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