Hydrochloric Acid → HCID 23288163, compound

HRID 367382Notes

Reaction equation

HRID 367382 reaction equation
[Cl: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.[C:18]1([S:24](Cl)(=[O:26])=[O:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl>CCOCC>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:24]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)(=[O:26])=[O:25])[CH:6]=[C:5]2[C:11]1[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid3×HCID 7369Benzenesulfonyl chlorideHCID 3061874HCID 3061874, compound

Product 1

HCID 23288163HCID 23288163, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

from 5-chloro-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole (Example 4d, 25 mg, 0.10 mmol) and phenylsulfonyl chloride (26.4 mg, 0.15 mmol). The HCl salt (29.5 mg, 70%) was prepared from the crude product using 1M HCl in ether; m.p 245-8° C., HRMS-FAB+ for C20H19N2O2SCl.HCl, calculated MH+ (--HCl): 387.09341; found: 387.09262.

Workup

  1. customm.p 245-8° C., HRMS-FAB+

Sources & evidence

ORD record
ord-1fac4d00994a4d56a352ce1048a26786
Source dataset
uspto-grants-2000_10
Patent number
US06133287

Reaction notes

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