HCID 21948537, compound → HCID 21948451, compound

HRID 2214788Notes

Reaction equation

HRID 2214788 reaction equation
[OH:1]OS([O-])=O.[K+].[C:7]([C:9]1[CH:10]=[N:11][NH:12][C:13]=1[C:14]1[CH:19]=[CH:18][N:17]=[C:16]([S:20][CH3:21])[N:15]=1)#[N:8]>O.CO>[C:7]([C:9]1[CH:10]=[N:11][NH:12][C:13]=1[C:14]1[CH:19]=[CH:18][N:17]=[C:16]([S:20]([CH3:21])=[O:1])[N:15]=1)#[N:8]

Participants

5

Reactant 2

HCID 21948537HCID 21948537, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 21948451HCID 21948451, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of Oxone (475 mg, 0.77 mmol, 1.2 equiv) in water(10 mL) was added to a solution of 4-(4-cyano-1H-pyrazol-5-yl)-2-(methylthio)pyrimidine (4-3, 670 mg, 2.86 mmol, 1 equiv) in methanol (150 mL), and the resulting mixture was stirred under ambient condition for 20 hours. The reaction was concentrated and the resulting residue was sonicated in water and filtered to provide 4-(4-cyano-1H-pyrazol-5-yl)-2-(methylsulfinyl)pyrimidine (4-4) as a solid. 1H NMR (500 MHz, DMSO-d6) δ 9.11(dd, 1H, J=5 Hz), 8.83 (br s, 1H), 8.10 (dd, 1H, J=5 Hz), 3.04 (s, 3H).

Workup

  1. concentrationThe reaction was concentrated
  2. customthe resulting residue was sonicated in water
  3. filtrationfiltered

Sources & evidence

ORD record
ord-de337de73c9346e88322c6615fd71469
Source dataset
uspto-grants-2006_09
Patent number
US07109204B2

Reaction notes

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