4-Chlorobenzenesulfonyl chloride → 1-(4-Chlorophenylsulfonyl)-5-fluoro-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)indole

HRID 367378Notes

Reaction equation

HRID 367378 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[C:11]1[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH:16]=1.[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([S:25]([N:7]2[C:8]3[C:4](=[CH:3][C:2]([F:1])=[CH:10][CH:9]=3)[C:5]([C:11]3[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH:16]=3)=[CH:6]2)(=[O:27])=[O:26])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 149732095-fluoro-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole

Product 1

HCID 232881221-(4-Chlorophenylsulfonyl)-5-fluoro-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)indole

Procedure

(28.1 mg, 53%), from 5-fluoro-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole (Example 4b, 30.1 mg, 0.131 mmol) and 4-chlorophenylsulfonyl chloride (55.3 mg, 0.26 mmol); HRMS-FAB+ for C20H19N2O2SClF calculated MH+ : 405.08998; found: 405.08291.

Sources & evidence

ORD record
ord-c755d26473024a8dab911e981d5cf944
Source dataset
uspto-grants-2000_10
Patent number
US06133287

Reaction notes

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