Hydrogen Peroxide → HCID 70980987, compound

HRID 2280814Notes

Reaction equation

HRID 2280814 reaction equation
[C:1]12([NH:7][C:8]3[C:13]([C:14]#[N:15])=[CH:12][N:11]=[C:10]([S:16][CH3:17])[N:9]=3)[CH2:6][CH:4]([CH2:5]1)[CH2:3][CH2:2]2.[OH:18]O.[OH-].[Na+]>CS(C)=O>[C:1]12([NH:7][C:8]3[C:13]([C:14]([NH2:15])=[O:18])=[CH:12][N:11]=[C:10]([S:16][CH3:17])[N:9]=3)[CH2:5][CH:4]([CH2:6]1)[CH2:3][CH2:2]2

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 70981453HCID 70981453, compound

Product 1

HCID 70980987HCID 70980987, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4-(bicyclo[2.1.1]hexan-1-ylamino)-2-(methylthio)pyrimidine-5-carbonitrile (502.0 mg, 2.0 mmol) in DMSO (5 mL) was added aqueous hydrogen peroxide solution (1.2 g, 30%, 10.2 mmol) and aqueous sodium hydroxide solution (1.7 mL, 6 mol/L, 10.2 mmol) at 0° C. The mixture was stirred at 50° C. for 15 min and then quenched by the addition of water (30 mL). The solid formed was collected and dried under vacuum to give the desired product (500 mg, 1.9 mmol, 93% yield). MS (ESI) m/z=265.3 [M+1]+.

Workup

  1. customquenched by the addition of water (30 mL)
  2. customThe solid formed
  3. customwas collected
  4. customdried under vacuum

Sources & evidence

ORD record
ord-c11e75b63a994524b98696fa346491a4
Source dataset
uspto-grants-2015_09
Patent number
US09139534B2

Reaction notes

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