Potassium hydroxy sulfite → 2-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-methyl-3-(methylsulfinyl)-7-neopentyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

HRID 535894Notes

Reaction equation

HRID 535894 reaction equation
[N:1]1([C:6]2[CH:31]=[CH:30][C:9]([CH2:10][N:11]3[C:19]([S:20][CH3:21])=[C:18]4[C:13]([N:14]([CH2:25][C:26]([CH3:29])([CH3:28])[CH3:27])[C:15](=[O:24])[N:16]([CH3:23])[C:17]4=[O:22])=[N:12]3)=[CH:8][CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1.[OH:32]OS([O-])=O.[K+]>C(Cl)Cl.CO>[N:1]1([C:6]2[CH:31]=[CH:30][C:9]([CH2:10][N:11]3[C:19]([S:20]([CH3:21])=[O:32])=[C:18]4[C:13]([N:14]([CH2:25][C:26]([CH3:28])([CH3:27])[CH3:29])[C:15](=[O:24])[N:16]([CH3:23])[C:17]4=[O:22])=[N:12]3)=[CH:8][CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1

Participants

5

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 462094022-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-methyl-3-(methylthio)-7-neopentyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

Product 1

HCID 462206432-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-methyl-3-(methylsulfinyl)-7-neopentyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dioneYield 48.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

2-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-methyl-3-(methylthio)-7-neopentyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (16 mg, 0.036 mmol) is dissolved in CH2Cl2 (500 μL) and MeOH (500 μL), and then an aqueous solution of Oxone (22.4 mg, 0.036 mmol) is added. The reaction mixture is stirred at room temperature for 2 days, and then purified by a semi-preparative HPLC to give 8 mg of product as off-white solids. MS (ESI) m/z 456.2 [M+H]+.

Workup

  1. custompurified by a semi-preparative HPLC

Sources & evidence

ORD record
ord-c2f0171a27c64a76aac9b425d594e055
Source dataset
uspto-grants-2014_10
Patent number
US08859564B2

Reaction notes

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