5-(4-Chlorophenyl)-2-piperidin-4-ylpyrimidine → 4-(R)-Benzyl-3-(2-(R)-{4-[5-(4-chlorophenyl)pyrimidin-2-yl]piperidine-1-sulfonylmethyl}-3-methylbutyryl)oxazolidin-2-one

HRID 1005894Notes

Reaction equation

HRID 1005894 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[N:10][C:11]([CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[CH2:20]([C@@H:27]1[CH2:31][O:30][C:29](=[O:32])[N:28]1[C:33](=[O:43])[C@H:34]([CH2:38][S:39](Cl)(=[O:41])=[O:40])[CH:35]([CH3:37])[CH3:36])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:20]([C@@H:27]1[CH2:31][O:30][C:29](=[O:32])[N:28]1[C:33](=[O:43])[C@H:34]([CH2:38][S:39]([N:17]1[CH2:18][CH2:19][CH:14]([C:11]2[N:12]=[CH:13][C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)=[CH:9][N:10]=2)[CH2:15][CH2:16]1)(=[O:41])=[O:40])[CH:35]([CH3:37])[CH3:36])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 226466975-(4-Chlorophenyl)-2-piperidin-4-ylpyrimidineHCID 228882844-(R)-benzyl-3-(2-(R)-chlorosulfonylmethyl-3 methylbutyryl)oxazolidin-2-one

Product 1

HCID 235197514-(R)-Benzyl-3-(2-(R)-{4-[5-(4-chlorophenyl)pyrimidin-2-yl]piperidine-1-sulfonylmethyl}-3-methylbutyryl)oxazolidin-2-oneYield 100.1%

Procedure

Prepared according to the method for the preparation of 4-(R)-benzyl-3-(2-(R)-{4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-ulfonylmethyl}-3-methyl-butyryl)oxazolidin-2-one, from 5-(4-chlorophenyl)-2-piperidin-4-ylpyrimidine (0.123 g) and 4-(R)-benzyl-3-(2-(R)-chlorosulfonylmethyl-3-methylbutyryl)-oxazolidin-2-one (0.269 g), to yield the title compound as a cream foam (0.275 g, 100%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-82a5310146cf4a298a87bad408ec975d
Source dataset
uspto-grants-2004_09
Patent number
US06787536B2

Reaction notes

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