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

HRID 1161705Notes

Reaction equation

HRID 1161705 reaction equation
CS[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:13]=[C:12]([N:22]3[CH2:27][CH2:26][CH:25]([OH:28])[CH2:24][CH2:23]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[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:13]=[C:12]([N:22]3[CH2:27][CH2:26][CH:25]([OH:28])[CH2:24][CH2:23]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 586261371-[4-(4-Methylsulfanyl-phenylamino)-6-phenyl-pyrimidin-2-yl]-piperidin-4-ol

Product 1

HCID 116690381-[4-(4-Methanesulfonyl-phenylamino)-6-phenyl-pyrimidin-2-yl]-piperidin-4-ol

Procedure

1-[4-(4-Methylsulfanyl-phenylamino)-6-phenyl-pyrimidin-2-yl]-piperidin-4-ol was oxidized (0.27 g, 0.69 mmol) with oxone (1.6 g, 2.76 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-fc6be8f6bac84170a374b70910db2df4
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

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