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

HRID 1158234Notes

Reaction equation

HRID 1158234 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-e9b6ceaf92d249098b5b5154b7e3b8dc
Source dataset
uspto-grants-2010_10
Patent number
US07807832B2

Reaction notes

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