Hydrogen Peroxide → N-(3-trifluoromethyl-phenyl)-4-(2-carbamoyl-4-pyridyl)-2-pyrimidineamine

HRID 724824Notes

Reaction equation

HRID 724824 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([NH:9][C:10]2[N:15]=[C:14]([C:16]3[CH:21]=[CH:20][N:19]=[C:18]([C:22]#[N:23])[CH:17]=3)[CH:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1.OO.C=CCCCC.C(=O)([O-])[O-:35].[Na+].[Na+]>CO>[F:25][C:2]([F:24])([F:1])[C:3]1[CH:4]=[C:5]([NH:9][C:10]2[N:15]=[C:14]([C:16]3[CH:21]=[CH:20][N:19]=[C:18]([C:22](=[O:35])[NH2:23])[CH:17]=3)[CH:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 10340Sodium CarbonateHCID 115971-HexeneHCID 19711150N-(3-trifluoromethyl-phenyl)-4-(2-cyano-4-pyridyl)-2-pyrimidineamine

Product 1

HCID 19711149N-(3-trifluoromethyl-phenyl)-4-(2-carbamoyl-4-pyridyl)-2-pyrimidineamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

100 mg (0.293 mmol) of N-(3-trifluoromethyl-phenyl)-4-(2-cyano-4-pyridyl)-2-pyrimidineamine are suspended in 4 ml of methanol. 1.1 ml of hydrogen peroxide (30%), 0.32 ml of 1-hexene and 22 mg of sodium carbonate are added and the reaction mixture is stirred for 16 hours at RT. The product is isolated by filtration and washed (methanol/water) to give N-(3-trifluoromethyl-phenyl)-4-(2-carbamoyl-4-pyridyl)-2-pyrimidineamine; m.p. 240°-242°, FAB-MS: 360 (M+ +H).

Workup

  1. customThe product is isolated by filtration
  2. washwashed (methanol/water)

Sources & evidence

ORD record
ord-1267d815aa034903b6b0db6e1dd571d0
Source dataset
uspto-grants-1998_01
Patent number
US05705502

Reaction notes

Loading…