反応 #84499

反応方程式

N-(3-fluoro-4-((3-(tetrahydrofuran-2-yl)propyl)amino)phenyl)-3-oxobutanamide

acetamide

xylene

NH4Cl

→

title compound

収率 29.7%

3-(3-fluoro-4-((3-(tetrahydrofuran-2-yl)propyl)amino)phenyl)-2,6-dimethyl-pyrimidin-4(3H)-one

収率 29.7%

溶媒

toluene

反応条件

後処理

1. 1
   温度The mixture was then cooled to rt
2. 2
   workup.STIRRINGthe resulting mixture was stirred further at rt overnight
3. 3
   ろ過The mixture was then filtered
4. 4
   抽出the filtrate was extracted with DCM (15 mL×3)
5. 5
   洗浄The combined organic layers were washed with brine (15 mL×2)
6. 6
   乾燥dried over anhydrous Na2SO4
7. 7
   濃縮concentrated in vacuo
8. 8
   その他The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:2)

実験手順

A mixture of N-(3-fluoro-4-((3-(tetrahydrofuran-2-yl)propyl)amino)phenyl)-3-oxobutanamide (250 mg, 0.78 mmol), acetamide (92 mg, 1.56 mmol), titanium tetraisopropanolate (1.9 mL) and xylene (10 mL) was stirred at 165° C. for 24 h. The mixture was then cooled to rt. 60 mL of toluene and 60 mL of saturated NH4Cl aqueous solution were added and the resulting mixture was stirred further at rt overnight. The mixture was then filtered and the filtrate was extracted with DCM (15 mL×3). The combined organic layers were washed with brine (15 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:2) to give the title compound as a yellow solid (80 mg, 29%). The compound was characterized by the following spectroscopic data:

出典