Phenethylamine → N-Benzyl-2-chloro-N-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine

HRID 59086Notes

Reaction equation

HRID 59086 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([CH2:9][O:10][CH2:11][C:12]([F:15])([F:14])[F:13])[N:3]=1.[CH2:16](CN)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:25](#[N:27])C>>[CH2:16]([N:27]([CH3:25])[C:6]1[CH:5]=[C:4]([CH2:9][O:10][CH2:11][C:12]([F:15])([F:14])[F:13])[N:3]=[C:2]([Cl:1])[N:7]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 3

HCID 1001PhenethylamineHCID 6342AcetonitrileHCID 1178209122,4-Dichloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine

Product 1

HCID 117821106N-Benzyl-2-chloro-N-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine

Procedure

To a solution of 2,4-dichloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine (200 mg, 0.77 mmol) in acetonitrile (3 mL) was benzylmethylamine (0.296 mL, 2.30 mmol) added. The reaction was stirred at ambient temperature for 30 minutes. The solvent was evaporated. The mixture was purified by preparative HPLC the title compound (194 mg, 73%).

Workup

  1. additionadded
  2. customThe solvent was evaporated
  3. customThe mixture was purified by preparative HPLC the title compound (194 mg, 73%)

Sources & evidence

ORD record
ord-1014dd22256d4840b7f82a0e4d5823d7
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

Loading…