Sodium hydride → 2-[4-(4-Chlorobenzoyl)benzyl]-6-(3-dimethylaminopropylthio)-5-ethyl-2,3-dihydro-4H-pyrazolo[3,4-d]-pyrimidin-4-one hydrochloride

温度

60 °C

To a solution of 5-ethyl-6-mercapto-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one potassium (2.0 g) in DMF (25 ml) was added 28% sodium methoxide (1.75 ml). Then, 3-dimethylaminopropyl chloride hydrochloride (1.62 g) was added and the mixture was stirred at 60° C. for 1 day. To this reaction mixture was added 60% sodium hydride (232 mg) and the mixture was stirred at room temperature for 10 minutes. Thereafter, 4-(4-chlorobenzoyl)benzyl bromide (1.778 g) was added and the reaction mixture was stirred at room temperature for 30 minutes. This reaction mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (chloroform: methanol: concentrated aqueous ammonia=50:1:0.1) and treated with hydrogen chloride/ethyl acetate to provide the title compound (A) (518 mg) and (B) (262 mg) both as colorless solid.

1. stirringthe mixture was stirred at room temperature for 10 minutes
2. stirringthe reaction mixture was stirred at room temperature for 30 minutes
3. concentrationThis reaction mixture was concentrated
4. dissolutionthe residue was dissolved in ethyl acetate
5. washwashed with water
6. customdried
7. concentrationconcentrated
8. customThe residue was purified by silica gel column chromatography (chloroform: methanol: concentrated aqueous ammonia=50:1:0.1)
9. additiontreated with hydrogen chloride/ethyl acetate

ORDレコード

ord-c45b89f721d944f3b9771460643d568c

出典データセット

uspto-grants-1998_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05753664