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

HRID 1645297Notes

Reaction equation

HRID 1645297 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-a17a37e2527446e9b89f2622d5e1f0b0
Source dataset
uspto-grants-2012_02
Patent number
US08124765B2

Reaction notes

Loading…