Hydrochloric Acid → HCID 23288076, compound

HRID 367383Notes

Reaction equation

HRID 367383 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.[F:18][C:19]1[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1.Cl>CCOCC>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:25]([C:22]1[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=1)(=[O:27])=[O:26])[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 95884-Fluorobenzenesulfonyl chlorideHCID 3061874HCID 3061874, compound

Product 1

HCID 23288076HCID 23288076, compoundYield 80.5%

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, 0.1 mmol) and 4-fluorophenylsulfonyl chloride (29.1 mg, 0.15 mmol). The HCl salt ether (32.6 mg, 74%) was prepared from the crude product using 1M HCl in ether. m.p 256-7° C., HRMS-FAB+ for C20H18N2O2SClF.HCl, calculated MH+ (--HCl): 405.08398; found: 405.0797.

Workup

  1. customm.p 256-7° C., HRMS-FAB+

Sources & evidence

ORD record
ord-5271b5cc8c1a481f931be6cabfbeecba
Source dataset
uspto-grants-2000_10
Patent number
US06133287

Reaction notes

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