2-Methyl-4-(trifluoromethyl)benzoic acid → 2-Methyl-N-((1RS,2SR)-2-pyrrolidin-1-yl-cyclohexyl)-4-trifluoromethyl-benzamide

HRID 659250

Reaction equation

HRID 659250 reaction equation
Cl.Cl.[N:3]1([C@H:8]2[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]2[NH2:14])[CH2:7][CH2:6][CH2:5][CH2:4]1.[CH3:15][C:16]1[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[CH:21][C:17]=1[C:18](O)=[O:19]>>[CH3:15][C:16]1[CH:24]=[C:23]([C:25]([F:26])([F:27])[F:28])[CH:22]=[CH:21][C:17]=1[C:18]([NH:14][CH:9]1[CH2:10][CH2:11][CH2:12][CH2:13][CH:8]1[N:3]1[CH2:4][CH2:5][CH2:6][CH2:7]1)=[O:19]

Participants

3

Reactant 2

HCID 222116582-Methyl-4-(trifluoromethyl)benzoic acidHCID 66680564cis-2-Pyrrolidin-1-yl-cyclohexylamine dihydrochloride2×

Product 1

HCID 666821732-Methyl-N-((1RS,2SR)-2-pyrrolidin-1-yl-cyclohexyl)-4-trifluoromethyl-benzamide

Procedure

The title compound, white solid, MS: m/e=355.2 [(M+H)+], was prepared in accordance with the general method of example 5 from cis-2-pyrrolidin-1-yl-cyclohexylamine dihydrochloride (intermediate F) and 2-methyl-4-trifluoromethyl-benzoic acid (CAS 23984-82-9).

Sources & evidence

ORD record
ord-36b984cebea042cf9111ee892ad8b21c
Source dataset
uspto-grants-2011_12
Patent number
US08080541B2

Linked notes

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