Tetrahydrothiopyran-4-one → 2-Methoxy-N-[(1RS,2SR)-2-(tetrahydro-thiopyran-4-ylamino)-cyclohexyl]-4,6-bis-trifluoromethyl-benzamide

HRID 1950956Notes

Reaction equation

HRID 1950956 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH:8][C:9](=[O:26])[C:10]1[C:15]([C:16]([F:19])([F:18])[F:17])=[CH:14][C:13]([C:20]([F:23])([F:22])[F:21])=[CH:12][C:11]=1[O:24][CH3:25].[S:27]1[CH2:32][CH2:31][C:30](=O)[CH2:29][CH2:28]1>>[CH3:25][O:24][C:11]1[CH:12]=[C:13]([C:20]([F:21])([F:22])[F:23])[CH:14]=[C:15]([C:16]([F:19])([F:18])[F:17])[C:10]=1[C:9]([NH:8][CH:3]1[CH2:4][CH2:5][CH2:6][CH2:7][CH:2]1[NH:1][CH:30]1[CH2:31][CH2:32][S:27][CH2:28][CH2:29]1)=[O:26]

Participants

3

Reactant 2

HCID 66173Tetrahydrothiopyran-4-oneHCID 58062915cis-N-(2-Amino-cyclohexyl)-2-methoxy-4,6-bis-trifluoromethyl-benzamide2×

Product 1

HCID 766830332-Methoxy-N-[(1RS,2SR)-2-(tetrahydro-thiopyran-4-ylamino)-cyclohexyl]-4,6-bis-trifluoromethyl-benzamide

Procedure

The title compound, white foam, MS: m/e=485.3 [(M+H)+], was prepared in accordance with the general method of example 11 from cis-N-(2-amino-cyclohexyl)-2-methoxy-4,6-bis-trifluoromethyl-benzamide (intermediate H) and tetrahydro-4H-thiopyran-4-one.

Sources & evidence

ORD record
ord-f8546772c1d443aeae4716df2a9a8078
Source dataset
uspto-grants-2013_03
Patent number
US08404673B2

Reaction notes

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