反应详情

Under an argon atmosphere, 0.2 g (1.1 mmol) of 4-chloro-5,6-dimethyl-7H-pyrrolo[2,3-d]-pyrimidine (see Liebigs Ann. Chem. 1986(9), 1485-1505; CAS-Reg. No. 82703-38-6) and 0.15 ml (1.32 mmol) of 2,3-dihydroindole (Fluka, Buchs, Switzerland) in 5 ml of abs. n-butanol are heated at reflux for 2 hours until the starting material is no longer present in TLC. The reaction mixture is concentrated by evaporation in vacuo at 50° C. The brown residue is dissolved in 30 ml of ethyl acetate, and 10 ml of 1 N NaOH solution are added. The organic phase is separated off and washed three times with a small amount of water, dried and concentrated by evaporation. The crude product is dissolved in 10 ml of THF, and n-hexane is added until crystallization begins. Stirring is carried out at 0° C. and the product is filtered off with suction and dried under a high vacuum. Pure 4-(2,3-dihydroindol-1-yl)-5,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine is obtained in the form of colorless crystals having a melting point of 220-221° C. FAB-MS: (M+H)+ =265 (corresponds to C16H16N4); Rf value (toluene-acetone--4:6)=0.46.

1. temperatureat reflux for 2 hours until the starting material
2. concentrationThe reaction mixture is concentrated by evaporation in vacuo at 50° C
3. dissolutionThe brown residue is dissolved in 30 ml of ethyl acetate
4. addition10 ml of 1 N NaOH solution are added
5. customThe organic phase is separated off
6. washwashed three times with a small amount of water
7. customdried
8. concentrationconcentrated by evaporation
9. dissolutionThe crude product is dissolved in 10 ml of THF
10. additionn-hexane is added until crystallization
11. customis carried out at 0° C.
12. filtrationthe product is filtered off with suction
13. customdried under a high vacuum