(S)-N-(1-phenethyl-pieridin-3-ylmethyl)-N-phenyl-methanesulfonamide → N-(1-phenethyl-pieridin-3-ylmethyl)-N-phenyl-methanesulfonamide

HRID 48181Notes

Reaction equation

HRID 48181 reaction equation
[CH2:1]([N:9]1[CH2:14][CH2:13][CH2:12][C@H:11]([CH2:15][N:16]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[S:17]([CH3:20])(=[O:19])=[O:18])[CH2:10]1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N1CCC[C@@H](CN(C2C=CC=CC=2)S(C)(=O)=O)C1)CC1C=CC=CC=1>>[CH2:1]([N:9]1[CH2:14][CH2:13][CH2:12][CH:11]([CH2:15][N:16]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[S:17]([CH3:20])(=[O:19])=[O:18])[CH2:10]1)[CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 10177321(S)-N-(1-phenethyl-pieridin-3-ylmethyl)-N-phenyl-methanesulfonamideHCID 10292684HCID 10292684, compound

Product 1

HCID 9799642N-(1-phenethyl-pieridin-3-ylmethyl)-N-phenyl-methanesulfonamide

Procedure

The two homogeneous enantiomers (12 and 16) were also obtained by chiral HPLC separation of the racemate 6 (ChiralPak AD column, 10% i-PrOH, 0.1% Et2NH in hexane, 4.7 mL/min, 254 nm): Rt1=13.92 min (16), Rt2=17.02 min (12).

Sources & evidence

ORD record
ord-a280e93285f844288841003b35114da2
Source dataset
uspto-grants-2004_03
Patent number
US06703383B2

Reaction notes

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