2,3,4,5-tetrahydro-1H-1-benzazepine → 2-Methyl-4-(2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carbonyl)benzonitrile

HRID 347636Notes

Reaction equation

HRID 347636 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][C:4]=1[CH3:12])#[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])=[CH:5][C:4]=1[CH3:12])#[N:2]

Participants

3

Reactant 2

HCID 5765032,3,4,5-tetrahydro-1H-1-benzazepineHCID 102410994-Cyano-3-methylbenzoic acid

Product 1

HCID 158960852-Methyl-4-(2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carbonyl)benzonitrile

Procedure

The carboxylic acid from Example C (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 1.10 g (70%).

Workup

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

Sources & evidence

ORD record
ord-025312a47f9a4c6f9aebb7da116c4574
Source dataset
uspto-grants-2007_02
Patent number
US07176195B2

Reaction notes

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