2-Chloro-4-[2-(4-fluorophenyl)ethynyl]pyrimidine → 2-iso-Propylamino-4-[4-fluoro-phenylethynyl]pyrimidine

HRID 885639Notes

Reaction equation

HRID 885639 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]#[C:9][C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH:5]=[CH:4][N:3]=1>C(N)(C)C.O>[CH:6]([NH:7][C:2]1[N:7]=[C:6]([C:8]#[C:9][C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH:5]=[CH:4][N:3]=1)([CH3:8])[CH3:5]

Participants

4

Reactant 1

HCID 121652312-Chloro-4-[2-(4-fluorophenyl)ethynyl]pyrimidine

Product 1

HCID 121652372-iso-Propylamino-4-[4-fluoro-phenylethynyl]pyrimidine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6363IsopropylamineSolvent

Procedure

A solution of 2-chloro-4-(4-fluoro-phenylethynyl)-pyrimidine (1 equiv.) in iso-propylamine (0.2 M) is heated at 35° C. for 24 h. The mixture is cooled to rt, diluted with water, and extracted with EtOAc. The organic layer is concentrated and the residue purified by column chromatography to provide the title compound.

Workup

  1. extractionextracted with EtOAc
  2. concentrationThe organic layer is concentrated
  3. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-f3ce1ddd55db4513a7ff0de63ea823ae
Source dataset
uspto-grants-2012_08
Patent number
US08242273B2

Reaction notes

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