4-t-Butylbenzenesulfonyl chloride → HCID 178441111, compound

HRID 1409944Notes

Reaction equation

HRID 1409944 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]([C:31]1[CH:36]=[CH:35][C:34]([S:37](Cl)(=[O:39])=[O:38])=[CH:33][CH:32]=1)([CH3:30])([CH3:29])[CH3:28]>>[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:37]([C:34]3[CH:35]=[CH:36][C:31]([C:27]([CH3:30])([CH3:29])[CH3:28])=[CH:32][CH:33]=3)(=[O:39])=[O:38])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 1398824-t-Butylbenzenesulfonyl chlorideHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178441111HCID 178441111, compound

Procedure

The title compound, white solid (92 mg, 70%), MS (ISP) m/z=523.6 [(M+H)+], mp 171° 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 4-tert-butyl-benzenesulfonyl chloride.

Sources & evidence

ORD record
ord-6b79679dc9694bd08c5ee03b7043a148
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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