Peracetic Acid → 2-(Methylsulfinyl)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxamide

HRID 384272Notes

Reaction equation

HRID 384272 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([NH:9][C:10]2([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:12][CH2:11]2)[C:6]([C:19]([NH2:21])=[O:20])=[CH:5][N:4]=1.C(OO)(C)=[O:23]>C(C#N)(C)=O>[CH3:1][S:2]([C:3]1[N:8]=[C:7]([NH:9][C:10]2([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:11][CH2:12]2)[C:6]([C:19]([NH2:21])=[O:20])=[CH:5][N:4]=1)=[O:23]

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 580986642-(Methylthio)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxamide

Product 1

HCID 580987852-(Methylsulfinyl)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxamide

Reagents, catalysts & solvents 1

HCID 694302-OxopropiononitrileSolvent

Procedure

To a suspension of 2-(methylthio)-4-(1-phenylcyclopropylamino)pyrimidine-5-carboxamide (636 mg) in AcCN (3 mL) was added AcOOH (39% in AcOH, 0.7 mL). The mixture was stirred at room temperature for 20 h, and the solids were collected by filtration and dried in vacuo to give 2-(methylsulfinyl)-4-(1-phenylcyclopropylamino) pyrimidine-5-carboxamide (530 mg). MS 317.2 (M+H).

Workup

  1. filtrationthe solids were collected by filtration
  2. customdried in vacuo

Sources & evidence

ORD record
ord-749d854734f4479f932c45cf72b7d6c7
Source dataset
uspto-grants-2013_02
Patent number
US08367689B2

Reaction notes

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