4-(Trifluoromethyl)cyclohexanecarboxylic acid → HCID 178523644, compound

HRID 1409936Notes

Reaction equation

HRID 1409936 reaction equation
Cl.Cl.[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]2)=[CH:4]1.[F:27][C:28]([F:39])([F:38])[CH:29]1[CH2:34][CH2:33][CH:32]([C:35](O)=[O:36])[CH2:31][CH2:30]1>>[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:21][CH2:22][C@H:23]([NH:26][C:35]([CH:32]3[CH2:31][CH2:30][CH:29]([C:28]([F:27])([F:38])[F:39])[CH2:34][CH2:33]3)=[O:36])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 27791824-(Trifluoromethyl)cyclohexanecarboxylic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178523644HCID 178523644, compound

Procedure

The title compound, white solid (42 mg, 33%), MS (ISP) m/z=505.3 [(M+H)+], mp 190° C., was prepared in accordance with the general method of example 1 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and 4-trifluoromethyl-cyclohexanecarboxylic acid.

Sources & evidence

ORD record
ord-c33fa6c710684945ba8016d212d97167
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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