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

HRID 1061799Notes

Reaction equation

HRID 1061799 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>C(O)C>[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

3

Reactant 1

HCID 222853262-Chloro-4-(2-fluoro-5-nitrophenyl)pyrimidine

Product 1

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

Reagents, catalysts & solvents 1

HCID 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 p.s.i. hydrogen with platinum(IV) oxide (100 mg) for 30 minutes then filtered to give a solution of 3-(2-chloro-pyrimidin-4-yl)-4-fluorophenylamine: m/z (ES+) 224 (M++H).

Workup

  1. filtrationhydrogen with platinum(IV) oxide (100 mg) for 30 minutes then filtered

Sources & evidence

ORD record
ord-3fec487d64514a7bbd2d1701dfe3d3c0
Source dataset
uspto-grants-2005_11
Patent number
US06960598B2

Reaction notes

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