反应 #1880996

反应方程式

Et3N

5,6-Diamino-1-propyl-1H-pyrimidine-2,4-dione hydrochloride salt

bicyclo[2.2.2]octane-1,4-dicarboxylic acid monomethyl ester

HCl

H2O

NaOH

HATU

→

acid

收率 80.1%

4-(2,6-Dioxo-3-propyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]octane-1-carboxylic acid

收率 80.1%

溶剂

DMF

反应条件

后处理

1. 1
   其他The resulting reaction mixture
2. 2
   过滤The following morning, the reaction mixture was filtered
3. 3
   其他to remove some of the precipitate
4. 4
   浓缩The filtrate was concentrated under reduced pressure
5. 5
   workup.STIRRINGThe reaction mixture was stirred
6. 6
   温度under reflux for 2 h
7. 7
   温度It was then cooled to rt
8. 8
   过滤The resulting precipitate was collected by filtration
9. 9
   其他dried

实验过程

5,6-Diamino-1-propyl-1H-pyrimidine-2,4-dione hydrochloride salt (570 mg) was dissolved in 20 mL of DMF along with bicyclo[2.2.2]octane-1,4-dicarboxylic acid monomethyl ester (520 mg, 2.45 mmol). HATU (980 mg, 1.05 eq) was added, followed by Et3N (1.40 mL, 4.05 eq). The resulting reaction mixture was stirred at rt overnight. The following morning, the reaction mixture was filtered to remove some of the precipitate. The filtrate was concentrated under reduced pressure. The resulting residue was dissolved in 10 mL of H2O containing 10 eq of NaOH (980 mg). The reaction mixture was stirred under reflux for 2 h. It was then cooled to rt and acidified to pH2 with concentrated HCl. The resulting precipitate was collected by filtration and dried to afford 680 mg of the acid derivative.

来源