反応 #47932

反応方程式

N,N-Dimethylaniline

5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidin-4(3H)-one

phosphoryl chloride

sodium bicarbonate

1,2-dichloroethane

→

4-Chloro-5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidine

溶媒

methylene chloride

反応条件

後処理

1. 1
   その他Into a 250 ml round bottom flask was combined
2. 2
   温度the mixture was heated
3. 3
   温度at reflux for 2 hours
4. 4
   その他to yield a dark brown oil
5. 5
   workup.ADDITIONpoured over ice
6. 6
   その他The layers were separated
7. 7
   乾燥the organic was dried over sodium sulfate
8. 8
   その他The mixture was purified by flash chromatography on silica gel
9. 9
   その他to yield a bright yellow solid

実験手順

Into a 250 ml round bottom flask was combined 5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidin-4(3H)-one (0.250 g, 0.00103 mol), phosphoryl chloride (0.8 mL, 0.008 mol), and 1,2-dichloroethane (10 mL, 0.1 mol). N,N-Dimethylaniline (0.01 g, 0.0001 mol) was added dropwise and the mixture was heated at reflux for 2 hours. The mixture was reduced in vacuo to yield a dark brown oil. The oil was taken up in methylene chloride (50 ml) and poured over ice. The mixture was carefully neutralized using sat sodium bicarbonate. The layers were separated and the organic was dried over sodium sulfate and reduced in vacuo. The mixture was purified by flash chromatography on silica gel using methylene chloride:methanol (0-10%). The combined pure fractions were reduced in vacuo to yield a bright yellow solid. (0.141 g, 52.4%).

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