4-Cyano-3-methylbenzoic acid → 4-(4-Cyano-3-methylbenzoyl)-5,6,7,8-tetrahydro-4H-thieno[3,2-b]azepine

HRID 347650Notes

Reaction equation

HRID 347650 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].[S:13]1[C:22]2[CH2:21][CH2:20][CH2:19][CH2:18][NH:17][C:16]=2[CH:15]=[CH:14]1>>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([N:17]2[CH2:18][CH2:19][CH2:20][CH2:21][C:22]3[S:13][CH:14]=[CH:15][C:16]2=3)=[O:9])=[CH:5][C:4]=1[CH3:12])#[N:2]

Participants

3

Reactant 2

HCID 102410994-Cyano-3-methylbenzoic acidHCID 118049715,6,7,8-Tetrahydro-4H-thieno[3,2-B]azepine

Product 1

HCID 210832654-(4-Cyano-3-methylbenzoyl)-5,6,7,8-tetrahydro-4H-thieno[3,2-b]azepine

Procedure

The carboxylic acid from Example C (0.50 g, 3.10 mmol) was reacted with 5,6,7,8-tetrahydro-4H-thieno[3,2-b]azepine (0.45 g, 2.95 mmol) according to the procedure in Example 1A. The product was purified by recrystallisation from EtOAc:pet. ether; yield 0.48 g (55%).

Workup

  1. customThe product was purified by recrystallisation from EtOAc

Sources & evidence

ORD record
ord-53083ddc49594f02bd27d04984cc2e63
Source dataset
uspto-grants-2007_02
Patent number
US07176195B2

Reaction notes

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