2,5-Dibromohexane → N-[(1RS,2SR)-2-(2,5-Dimethyl-pyrrolidin-1-yl)-cyclohexyl]-2-methoxy-4,6-bis-trifluoromethyl-benzamide

HRID 659248

Reaction equation

HRID 659248 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].Br[CH:28]([CH2:30][CH2:31][CH:32](Br)[CH3:33])[CH3:29]>>[CH3:33][CH:32]1[CH2:31][CH2:30][CH:28]([CH3:29])[N:1]1[CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH: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:21])([F:22])[F:23])=[CH:12][C:11]=1[O:24][CH3:25]

Participants

3

Reactant 2

HCID 912322,5-DibromohexaneHCID 58062915cis-N-(2-Amino-cyclohexyl)-2-methoxy-4,6-bis-trifluoromethyl-benzamide2×

Product 1

HCID 76683023N-[(1RS,2SR)-2-(2,5-Dimethyl-pyrrolidin-1-yl)-cyclohexyl]-2-methoxy-4,6-bis-trifluoromethyl-benzamide

Procedure

The title compound, MS: m/e=467.3 [(M+H)+], was prepared in accordance with the general method of example 10 from cis-N-(2-amino-cyclohexyl)-2-methoxy-4,6-bis-trifluoromethyl-benzamide (intermediate H) and 2,5-dibromohexane. The 3 diastereomers were not separated.

Sources & evidence

ORD record
ord-05b87882f3e8407b91ced83f15a69a6f
Source dataset
uspto-grants-2011_12
Patent number
US08080541B2

Linked notes

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