Methylamine → 2-Chloro-N-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine

HRID 59061Notes

Reaction equation

HRID 59061 reaction equation
[CH3:1][NH2:2].[Cl:3][C:4]1[N:9]=[C:8](Cl)[CH:7]=[C:6]([CH2:11][O:12][CH2:13][C:14]([F:17])([F:16])[F:15])[N:5]=1>C(#N)C>[Cl:3][C:4]1[N:9]=[C:8]([NH:2][CH3:1])[CH:7]=[C:6]([CH2:11][O:12][CH2:13][C:14]([F:17])([F:16])[F:15])[N:5]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 1178209122,4-Dichloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine

Product 1

HCID 1178212102-Chloro-N-methyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of methylamine (0.382 mL of 33% solution in absolute ethanol, 3.06 mmol) was added to a solution of 2,4-dichloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine (200 mg, 0.77 mmol) in acetonitrile (3 mL). The mixture was stirred at ambient temperature for 30 minutes. The solvents was removed in vacuum, and the residue was purified by preparative HPLC to yield the title compound, 135 mg, (69%).

Workup

  1. customThe solvents was removed in vacuum
  2. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-7acddaa8bdd34471af547a1704c1da79
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

Loading…