반응 #1257916

반응 방정식

2-chloro-5-methyl-pyrimidin-4-ylamine

4-bromo-1-chloro-2-trifluoromethyl-benzene

Xantphos

cesium carbonate

→

title compound

수율 96.1%

(2-Chloro-5-methyl-pyrimidin-4-yl)-(4-chloro-3-trifluoromethyl-phenyl)-amine

수율 96.1%

용매

dioxane DMF

반응 조건

후처리

1. 1
   기타was sealed in a microwave reaction tube
2. 2
   기타irradiated with microwave at 160° C. for 15 min
3. 3
   기타the cap was removed
4. 4
   여과the resulting mixture filtered
5. 5
   세척the filtered solid washed with DCM
6. 6
   농축The filtrate was concentrated
7. 7
   기타the residue purified by flash chromatography on silica gel (hexanes to 50% EtOAc/hexanes)

실험 절차

A mixture of 2-chloro-5-methyl-pyrimidin-4-ylamine (0.30 g, 2.1 mmol), 4-bromo-1-chloro-2-trifluoromethyl-benzene (0.40 mL, 2.7 mmol), Pd2(dba)3 (0.10 g, 0.11 mmol), Xantphos (0.13 g, 0.22 mmol) and cesium carbonate (1.5 g, 4.6 mmol) in dioxane/DMF (6/1, 7 mL) was sealed in a microwave reaction tube and irradiated with microwave at 160° C. for 15 min. After cooling to room temperature, the cap was removed and the resulting mixture filtered and the filtered solid washed with DCM. The filtrate was concentrated and the residue purified by flash chromatography on silica gel (hexanes to 50% EtOAc/hexanes) to afford the title compound (0.65 g, 96%) as a white solid. MS (ES+): m/z 322 (M+H)+.

출처