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

HRID 59069Notes

Reaction equation

HRID 59069 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[Cl:5][C:6]1[N:11]=[C:10](Cl)[CH:9]=[C:8]([CH2:13][O:14][CH2:15][C:16]([F:19])([F:18])[F:17])[N:7]=1>CO.C(#N)C>[Cl:5][C:6]1[N:11]=[C:10]([NH:4][CH:1]([CH3:3])[CH3:2])[CH:9]=[C:8]([CH2:13][O:14][CH2:15][C:16]([F:19])([F:18])[F:17])[N:7]=1

Participants

5

Reactant 2

HCID 6363IsopropylamineHCID 1178209122,4-Dichloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine

Product 1

HCID 1178210892-Chloro-N-isopropyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amineYield 56%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6342AcetonitrileSolvent

Procedure

A solution of isopropylamine (0.102 mL, 1.20 mmol) in methanol (2 mL) was added dropwise to an ice-cold solution of 2,4-dichloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine (104 mg, 0.40 mmol) in acetonitrile (2.0 mL). The reaction mixture was stirred overnight at rt. The mixture was purified by preparative HPLC yielding the title compound 63 mg (56%).

Workup

  1. customThe mixture was purified by preparative HPLC

Sources & evidence

ORD record
ord-92659fd585ad4fa6930d6e7f213b5153
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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