2,3,4,5-tetrahydro-1H-1-benzazepine → 1-(4-Cyano-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

HRID 347635

Reaction equation

HRID 347635 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[C:5]([CH3:12])[CH:4]=1)#[N:2].[NH:13]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH2:17][CH2:16][CH2:15][CH2:14]1>>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([N:13]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[CH2:17][CH2:16][CH2:15][CH2:14]2)=[O:9])=[C:5]([CH3:12])[CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 5765032,3,4,5-tetrahydro-1H-1-benzazepineHCID 118193394-Cyano-2-methylbenzoic acid

Product 1

HCID 210832371-(4-Cyano-2-methylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

Procedure

The carboxylic acid from Example D (0.96 g, 5.95 mmol) was reacted with 2,3,4,5-tetrahydro-1H-1-benzazepine (0.80 g, 5.44 mmol) according to the procedure in Example 1A. The product was purified by flash chromatography on silica (eluant EtOAc:pet. ether 30:70); yield 0.59 g (38%).

Workup

  1. customThe product was purified by flash chromatography on silica (eluant EtOAc:pet. ether 30:70)

Sources & evidence

ORD record
ord-b06e9397f68f49559e1e2e78bfa0ac13
Source dataset
uspto-grants-2007_02
Patent number
US07176195B2

Linked notes

Loading…