Tert-Butylamine → 2-tert-Butylamino-4-[4-fluoro-phenylethynyl]pyrimidine

HRID 1158235Notes

Reaction equation

HRID 1158235 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:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18]>O>[C:17]([NH:21][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)([CH3:20])([CH3:19])[CH3:18]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 121652312-Chloro-4-[2-(4-fluorophenyl)ethynyl]pyrimidine

Product 1

HCID 116087122-tert-Butylamino-4-[4-fluoro-phenylethynyl]pyrimidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2-chloro-4-(4-fluoro-phenylethynyl)-pyrimidine (1 equiv.) in tert-butylamine (0.2 M) is heated at 80° C. in a sealed tube 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-c4289830bc1d47bebc8e3d17f796d90d
Source dataset
uspto-grants-2010_10
Patent number
US07807832B2

Reaction notes

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