p-(Methylsulphonyl)benzoic acid → HCID 178504773, compound

HRID 1409942Notes

Reaction equation

HRID 1409942 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.[CH3:27][S:28]([C:31]1[CH:39]=[CH:38][C:34]([C:35](O)=[O:36])=[CH:33][CH:32]=1)(=[O:30])=[O:29]>>[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](=[O:36])[C:34]3[CH:33]=[CH:32][C:31]([S:28]([CH3:27])(=[O:30])=[O:29])=[CH:39][CH:38]=3)[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 77670p-(Methylsulphonyl)benzoic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178504773HCID 178504773, compound

Procedure

The title compound, off-white solid (95 mg, 75%), MS (ISP) m/z=509.3 [(M+H)+], mp 224° 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-methanesulfonyl-benzoic acid.

Sources & evidence

ORD record
ord-1078cd60b6434e788021b2464fbff48d
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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