p-(Methylsulphonyl)benzoic acid → HCID 178504771, compound

HRID 331495Notes

Reaction equation

HRID 331495 reaction equation
Cl.Cl.[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]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:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:21][CH2:22][C@H:23]([NH:26][C:35](=[O:36])[C:34]5[CH:33]=[CH:32][C:31]([S:28]([CH3:27])(=[O:30])=[O:29])=[CH:39][CH:38]=5)[CH2:24][CH2:25]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 77670p-(Methylsulphonyl)benzoic acidHCID 178478710HCID 178478710, compound2×

Product 1

HCID 178504771HCID 178504771, compound

Procedure

The title compound, white solid (104 mg, 82%), MS (ISP) m/z=511.4 [(M+H)+], mp 236° C., was prepared in accordance with the general method of example 1 from trans-4-{2-[4-(2,3-dihydro-benzofuran-4-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine dihydrochloride (intermediate B) (100 mg, 0.25 mmol) and 4-methanesulfonyl-benzoic acid.

Sources & evidence

ORD record
ord-c29d4e0e745047aea7cf779fab29471a
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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