4-Chlorobenzenesulfonyl chloride → HCID 9950402, compound

HRID 367374Notes

Reaction equation

HRID 367374 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[C:19]3[C:14](=[CH:15][C:16](OC4CCCCC4)=[CH:17][CH:18]=3)[C:13]([C:27]3[CH2:28][CH2:29][N:30]([CH3:33])[CH2:31][CH:32]=3)=[CH:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C1(OC2C=C3C(=CC=2)NC=C3C2CCN(C)CC=2)CCCCC1.ClC1C=CC(S(Cl)(=O)=O)=CC=1>>[CH3:33][N:30]1[CH2:31][CH:32]=[C:27]([C:13]2[C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:11]([S:8]([C:5]3[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=3)(=[O:9])=[O:10])[CH:12]=2)[CH2:28][CH2:29]1

Participants

4

Reactant 3

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 232881505-(Cyclohexyloxy)-3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-1H-indoleHCID 23288167HCID 23288167, compound

Product 1

HCID 9950402HCID 9950402, compound

Procedure

1-(4-Chlorophenylsulfonyl)-5-cyclohexyloxy-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)indole: (37.7 mg, 94%); from 5-cyclohexyloxy-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole (Example 4c, 25.5 mg, 0.082 mmol) and 4-chlorophenylsulfonyl chloride (35.6 mg, 0.169 mmol); HRMS-FAB+ for C26H29N2O3SCl: calculated MH+ : 485.16656; found: 485.16480.

Sources & evidence

ORD record
ord-d09b10b98fd94460bd4e3ea7d27235ee
Source dataset
uspto-grants-2000_10
Patent number
US06133287

Reaction notes

Loading…