5-(4-Fluorophenyl)-2-piperazin-1-ylpyrimidine dihydrochloride → 1-{4-[5-(4-Fluorophenyl)pyrimidin-2-yl]piperazine-1-sulfonylmethyl}cyclohexanecarboxylic acid methyl ester

HRID 393737Notes

Reaction equation

HRID 393737 reaction equation
C([C@@H]1COC(=O)N1C(=O)[C@H]([CH2:19][S:20]([N:23]1[CH2:28][CH2:27][N:26]([C:29]2[N:34]=[CH:33][C:32]([C:35]3[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=3)=[CH:31][N:30]=2)[CH2:25][CH2:24]1)(=[O:22])=[O:21])C(C)C)C1C=CC=CC=1.Cl.Cl.FC1C=CC(C2C=NC(N3CCNCC3)=NC=2)=CC=1.[CH3:64][O:65][C:66]([C:68]1(CS(Cl)(=O)=O)[CH2:73][CH2:72][CH2:71][CH2:70][CH2:69]1)=[O:67]>>[CH3:64][O:65][C:66]([C:68]1([CH2:19][S:20]([N:23]2[CH2:24][CH2:25][N:26]([C:29]3[N:34]=[CH:33][C:32]([C:35]4[CH:36]=[CH:37][C:38]([F:41])=[CH:39][CH:40]=4)=[CH:31][N:30]=3)[CH2:27][CH2:28]2)(=[O:22])=[O:21])[CH2:73][CH2:72][CH2:71][CH2:70][CH2:69]1)=[O:67]

Participants

4

Reactant 3

HCID 226466725-(4-Fluorophenyl)-2-piperazin-1-ylpyrimidine dihydrochlorideHCID 235197544-(R)-benzyl-3(2-(R)-{4-[5-(4-fluorophenyl)pyrimidin-2-yl)piperazine-1-sulfonylmethyl}-3-methylbutyryl)oxazolidin-2-oneHCID 589479561-Chlorosulfonylmethylcyclohexanecarboxylic acid methyl ester

Product 1

HCID 698947951-{4-[5-(4-Fluorophenyl)pyrimidin-2-yl]piperazine-1-sulfonylmethyl}cyclohexanecarboxylic acid methyl esterYield 48%

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-sulfonylmethyl}-3-methyl-butyryl)oxazolidin-2-one, from 5-(4-fluorophenyl)-2-piperazine-1-ylpyrimidine, dihydrochloride (0.599 g) and 1-chlorosulfonylmethylcyclohexanecarboxylic acid methyl ester (0.575 g), to yield the title compound as a white solid (0.417 g, 48%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-a8bc362f5ca041dfbd0c562610babff3
Source dataset
uspto-grants-2004_10
Patent number
US06809100B2

Reaction notes

Loading…