Propan-2-one--water (1/1) → 1-[2-(4-Methanesulfonyl-phenylamino)-6-phenyl-pyrimidin-4-yl]-piperidin-4-ol

HRID 1161703Notes

Reaction equation

HRID 1161703 reaction equation
CS[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[N:15]=[C:14]([N:16]3[CH2:21][CH2:20][CH:19]([OH:22])[CH2:18][CH2:17]3)[CH:13]=[C:12]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[N:11]=2)=[CH:5][CH:4]=1.O[O:30][S:31]([O-:33])=O.[K+].[CH3:35]C(C)=O.O>>[CH3:35][S:31]([C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]2[N:15]=[C:14]([N:16]3[CH2:21][CH2:20][CH:19]([OH:22])[CH2:18][CH2:17]3)[CH:13]=[C:12]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[N:11]=2)=[CH:7][CH:8]=1)(=[O:33])=[O:30]

Participants

4

Reactant 3

HCID 18366337Propan-2-one--water (1/1)HCID 23707502Potassium hydroxy sulfiteHCID 586261091-[2-(4-Methylsulfanyl-phenylamino)-6-phenyl-pyrimidin-4-yl]-piperidin-4-ol

Product 1

HCID 115101111-[2-(4-Methanesulfonyl-phenylamino)-6-phenyl-pyrimidin-4-yl]-piperidin-4-ol

Procedure

1-[2-(4-Methylsulfanyl-phenylamino)-6-phenyl-pyrimidin-4-yl]-piperidin-4-ol was oxidized (0.26 g, 0.66 mmol) with oxone (1.55 g, 2.64 mmol) in acetone-water (3:1) at room temperature for 1 hour.

Workup

  1. customat room temperature
  2. customfor 1 hour

Sources & evidence

ORD record
ord-2e85f225141244d385304c2ec766b489
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

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