4-(Trifluoromethyl)benzoic acid → HCID 178523643, compound

HRID 1409909Notes

Reaction equation

HRID 1409909 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])[C:29]1[CH:37]=[CH:36][C:32]([C:33](O)=[O:34])=[CH:31][CH: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:33](=[O:34])[C:32]3[CH:36]=[CH:37][C:29]([C:28]([F:27])([F:38])[F:39])=[CH:30][CH:31]=3)[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 99664-(Trifluoromethyl)benzoic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178523643HCID 178523643, compound

Procedure

The title compound, light brown solid (98 mg, 78%), MS (ISP) m/z=499.4 [(M+H)+], mp 218° 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-benzoic acid.

Sources & evidence

ORD record
ord-51996b3aa47643959ad0275acb993473
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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