2-Chloro-4-(2-fluoro-5-nitrophenyl)pyrimidine → 3-(2-Chloropyrimidin-4-yl)-4-fluorophenylamine

HRID 586291Notes

Reaction equation

HRID 586291 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[C:12]([N+:14]([O-])=O)[CH:11]=[CH:10][C:9]=2[F:17])[CH:5]=[CH:4][N:3]=1.[H][H]>C(O)C.[Pt](=O)=O>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[C:12]([NH2:14])[CH:11]=[CH:10][C:9]=2[F:17])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 222853262-Chloro-4-(2-fluoro-5-nitrophenyl)pyrimidineHCID 178418361HCID 178418361, compound

Product 1

HCID 222852923-(2-Chloropyrimidin-4-yl)-4-fluorophenylamine

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-chloro-4-(2-fluoro-5-nitrophenyl)pyrimidine (800 mg, 3.2 mmol) in ethanol (300 ml) was reduced under 40 psi hydrogen with platinum(IV) oxide (100 mg) for 30 minutes then filtered to give a solution of 3-(2-chloropyrimidin-4-yl)-4-fluorophenylamine: MS (ES+) m/z 224 [M+H]+.

Workup

  1. filtrationthen filtered

Sources & evidence

ORD record
ord-12be636d54604724ab1b2060d6f5d224
Source dataset
uspto-grants-2005_08
Patent number
US06936608B2

Reaction notes

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