4-Toluenesulfonyl chloride → (2S)-2-(4-Fluorophenyl)-1-(4-methylbenzene-1-sulfonyl)pyrrolidine

HRID 1594762Notes

Reaction equation

HRID 1594762 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:12][CH2:11][CH2:10][NH:9]2)=[CH:4][CH:3]=1.[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]2[CH2:12][CH2:11][CH2:10][N:9]2[S:19]([C:16]2[CH:17]=[CH:18][C:13]([CH3:23])=[CH:14][CH:15]=2)(=[O:21])=[O:20])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 7022776(S)-2-(4-Fluorophenyl)pyrrolidine

Product 1

HCID 32681978(2S)-2-(4-Fluorophenyl)-1-(4-methylbenzene-1-sulfonyl)pyrrolidine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound, white solid, m.p. 136° C., [a]D20=172° (c=0.1 in CHCl3) and MS: m/e=319 (M+) was prepared in accordance with the general method of example 1e from (S)-2-(4-fluoro-phenyl)-pyrrolidine and toluene-4-sulfonyl chloride.

Sources & evidence

ORD record
ord-d422d4e688b04971b1274271dbad4ebe
Source dataset
uspto-grants-2001_09
Patent number
US06284785B1

Reaction notes

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