Triethylamine → 4-Fluoro-3-pyrimidin-4-yl-phenylamine

HRID 586292Notes

Reaction equation

HRID 586292 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([NH2:15])[CH:11]=[CH:12][C:13]=2[F:14])[CH:5]=[CH:4][N:3]=1.C(N(CC)CC)C.[H][H]>[Pd]>[F:14][C:13]1[CH:12]=[CH:11][C:10]([NH2:15])=[CH:9][C:8]=1[C:6]1[CH:5]=[CH:4][N:3]=[CH:2][N:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 222852923-(2-Chloropyrimidin-4-yl)-4-fluorophenylamineHCID 178418361HCID 178418361, compound

Product 1

HCID 222852674-Fluoro-3-pyrimidin-4-yl-phenylamine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To the solution of 3-(2-chloropyrimidin-4-yl)-4-fluorophenylamine from above was added triethylamine (0.48 ml, 3.15 mmol) and palladium on active carbon (100 mg, 10% palladium) and the mixture was reduced under 40 psi hydrogen for 30 minutes. The mixture was filtered and the solvent removed to give 4-fluoro-3-(pyrimidin-4-yl)phenylamine as a yellow solid: MS (ES+) m/z 190 [M+H]+.

Workup

  1. filtrationThe mixture was filtered
  2. customthe solvent removed

Sources & evidence

ORD record
ord-5ac414428f204454a8fb27fb0da448a1
Source dataset
uspto-grants-2005_08
Patent number
US06936608B2

Reaction notes

Loading…