2,4-Difluoropyrimidine → N-(2,4-dimethoxybenzyl)-2-fluoropyrimidin-4-amine

HRID 337747

Reaction equation

HRID 337747 reaction equation
[F:1][C:2]1[N:7]=[C:6](F)[CH:5]=[CH:4][N:3]=1.[CH3:9][O:10][C:11]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:12]=1[CH2:13][NH2:14]>C1COCC1>[CH3:9][O:10][C:11]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:12]=1[CH2:13][NH:14][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([F:1])[N:7]=1

Participants

4

Reactant 2

HCID 1377162,4-DifluoropyrimidineHCID 5972502,4-Dimethoxybenzylamine

Product 1

HCID 89963279N-(2,4-dimethoxybenzyl)-2-fluoropyrimidin-4-amineYield 43.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2,4-difluoropyrimidine (600 mg, 5.17 mmol) and 2,4-dimethoxybenzylamine (860 mg, 5.17 mmol) in THF (17 mL) was stirred at room temperature for 1 hour. The reaction solution was vacuum concentrated, and the residue was then purified with silica gel chromatography (hexane/ethyl acetate=1:2) to yield the title compound (594 mg, 43%) as a colorless solid.

Workup

  1. concentrationconcentrated
  2. customthe residue was then purified with silica gel chromatography (hexane/ethyl acetate=1:2)

Sources & evidence

ORD record
ord-79be105280ff431aa99862a817d27c50
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Linked notes

Loading…