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

HRID 347649Notes

Reaction equation

HRID 347649 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:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[NH:17][CH2:16][CH2:15][CH2:14]1>>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([N:17]2[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[S:13][CH2:14][CH2:15][CH2:16]2)=[O:9])=[CH:5][C:4]=1[CH3:12])#[N:2]

Participants

3

Reactant 2

HCID 939632,3,4,5-tetrahydro-1,5-benzothiazepineHCID 102410994-Cyano-3-methylbenzoic acid

Product 1

HCID 210832715-(4-Cyano-3-methylbenzoyl)-2,3,4,5-tetrahydro-1,5-benzothiazepine

Procedure

The carboxylic acid from Example C (0.27 g; 1.68 mmol) was reacted with 2,3,4,5-tetrahydro-1,5-benzothiazepine (0.28 g, 1.70 mmol) according to the procedure in Example 1A. The product was purified by flash chromatography on silica (eluant EtOAc:pet. ether 60:40); yield 0.43 g (84%).

Workup

  1. customThe product was purified by flash chromatography on silica (eluant EtOAc:pet. ether 60:40)

Sources & evidence

ORD record
ord-4c0e65abf8874748a2102d6ec57bdfd8
Source dataset
uspto-grants-2007_02
Patent number
US07176195B2

Reaction notes

Loading…