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

HRID 59092Notes

Reaction equation

HRID 59092 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-amine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6342AcetonitrileSolvent

Procedure

A solution of isopropylamine (0.10 mL, 1.20 mmol) in MeOH (2 mL) was added dropwise to a ice-cold solution of 2,4-dichloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine (104 mg, 0.40 mmol) in acetonitrile (2 mL). The mixture was stirred at rt overnight. The residue was purified by preparative HPLC to give the title compound as a dry film, 63 mg (56%).

Workup

  1. customThe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-5170bfe3a1c149b1a29231dcdfbc4ae7
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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