Methyl 4-[(chlorosulfonyl)methyl]oxane-4-carboxylate → 4-[4-(4-Pyridin-3-yl-phenyl)piperazine-1-sulfonylmethyl]-tetrahydropyran-4-carboxylic acid methyl ester

HRID 1005846Notes

Reaction equation

HRID 1005846 reaction equation
C(OC(=O)C(CS(N1CCN(C2C=CC(Br)=CC=2)CC1)(=O)=O)C(C)C)(C)(C)C.[N:29]1[CH:34]=[CH:33][CH:32]=[C:31]([C:35]2[CH:40]=[CH:39][C:38]([N:41]3[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]3)=[CH:37][CH:36]=2)[CH:30]=1.[CH3:47][O:48][C:49]([C:51]1([CH2:57][S:58](Cl)(=[O:60])=[O:59])[CH2:56][CH2:55][O:54][CH2:53][CH2:52]1)=[O:50]>>[CH3:47][O:48][C:49]([C:51]1([CH2:57][S:58]([N:44]2[CH2:45][CH2:46][N:41]([C:38]3[CH:37]=[CH:36][C:35]([C:31]4[CH:30]=[N:29][CH:34]=[CH:33][CH:32]=4)=[CH:40][CH:39]=3)[CH2:42][CH2:43]2)(=[O:60])=[O:59])[CH2:56][CH2:55][O:54][CH2:53][CH2:52]1)=[O:50]

Participants

4

Reactant 3

HCID 22228396Methyl 4-[(chlorosulfonyl)methyl]oxane-4-carboxylateHCID 226466841-(4-Pyridin-3-yl-phenyl)piperazineHCID 698952502-[4-(4-Bromo-phenyl)piperazine-1-sulfonylmethyl]3-methylbutyric acid tert-butyl ester

Product 1

HCID 698951164-[4-(4-Pyridin-3-yl-phenyl)piperazine-1-sulfonylmethyl]-tetrahydropyran-4-carboxylic acid methyl esterYield 55%

Procedure

Prepared according to the method for the preparation of 2-[4-(4-bromophenyl)piperazine-1-sulfonylmethyl]-3-methyl-butyric acid ter-butyl ester, from 1-(4-pyridin-3-yl-phenyl)piperazine (0.18 g) and 4-chlorosulfonylmethyl tetrahydropyran-4-carboxylic acid methyl ester (0.23 g), to yield the title compound as a white solid (0.19 g, 55%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-165e072aa5eb4e269999b6b20e9b31ff
Source dataset
uspto-grants-2004_09
Patent number
US06787536B2

Reaction notes

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