Hydrochloric Acid → N-(2-(1-Methyl-pyrrolidin-2-yl)-ethyl)-4-chlorophenylsulfonamide

HRID 1815453Notes

Reaction equation

HRID 1815453 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:12][N:13]1[CH2:17][CH2:16][CH2:15][CH:14]1[CH2:18][CH2:19][NH2:20].Cl>O1CCOCC1>[CH3:12][N:13]1[CH2:17][CH2:16][CH2:15][CH:14]1[CH2:18][CH2:19][NH:20][S:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:10])=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73984-Chlorobenzenesulfonyl chlorideHCID 983882-(2-Aminoethyl)-1-methylpyrrolidine

Product 1

HCID 3527050N-(2-(1-Methyl-pyrrolidin-2-yl)-ethyl)-4-chlorophenylsulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound was prepared as in Example 81 with 4-chlorophenylsulfonyl chloride replacing 2-naphthalenesulfonyl chloride and with 2-(1-methyl-pyrrolidin-2-yl)-ethylamine replacing 2-pyrrolidin-1-yl-ethylamine. The hydrochloride salt was prepared by treatment with hydrogen chloride in 1,4-dioxan. 1H NMR (DMSO-d6) 8-7 (1H, br s), 7.82-7.77 (2H, m), 7.50-7.46 (2H, m), 3.10-3.01 (3H, m), 2.39 (1H, m), 2.28 (3H, s), 2.15-2.12 (1H, m), 1.82-1.42 (6H, m). Microanalysis found C 51.65 H 6.44 N 8.99. C13H19ClN2O2S requires C 51.56 H 6.32 N 9.25.

Sources & evidence

ORD record
ord-21481a7d887f4f8ba8b5d6a53570e3f8
Source dataset
uspto-grants-2005_04
Patent number
US06878736B1

Reaction notes

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