4-Toluenesulfonyl chloride → HCID 178427473, compound

HRID 1409899Notes

Reaction equation

HRID 1409899 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.[C:27]1([CH3:37])[CH:32]=[CH:31][C:30]([S:33](Cl)(=[O:35])=[O:34])=[CH:29][CH:28]=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][S:33]([C:30]3[CH:31]=[CH:32][C:27]([CH3:37])=[CH:28][CH:29]=3)(=[O:35])=[O:34])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178427473HCID 178427473, compound

Procedure

The title compound, light brown solid (79 mg, 66%), MS (ISP) m/z=481.3 [(M+H)+], mp 149° C., was prepared in accordance with the general method of example 36 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and p-toluenesulfonyl chloride.

Sources & evidence

ORD record
ord-ee6fd21d17074162ab0f89cdf66bf0b8
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

Loading…