反应详情

温度

20 °C

To 40 cm3 of methanol at about 20° C. under argon atmosphere, was added portionwise 0.36 g (16 mmol) of sodium. Then, after total consumption of the latter, 1.5 g (16 mmol) of guanidine hydrochloride were added. The reaction mixture was stirred at about 20° C. for 1.5 hours and filtered. The precipitate was washed with 5 cm3 of methanol and the combined filtrates were concentrated to dryness in vacuo (2.7 kPa). The residue was diluted in 30 cm3 of dichloromethane and concentrated to dryness in vacuo (2.7 kPa). The residue was diluted in 70 cm3 of tetrahydrofuran under argon atmosphere at about 20° C. and a suspension of 1.3 g (3.2 mmol) of 3-chlorocarbonyl-1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrrolo[2,3-b]pyridine in 70 cm3 of dichloromethane was added. The reaction mixture was stirred at about 20° C. for 60 hours and then concentrated to dryness in vacuo (2.7 kPa). The residue was diluted in 100 cm3 of water and the off-white precipitate was filtered and washed twice with 10 cm3 of water. The solid was dried in vacuo at about 50° C. and then recrystallized from 30 cm3 of methanol. The precipitate was washed twice with 5 cm3 of methanol and once with 10 cm3 of diisopropylether respectively, and dried in vacuo at about 50° C. to yield 0.45 g of N-[1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-guanidine as a gray cristalline powder: mp>260° C. IR spectrum (KBr): 3425; 3157; 1590; 1558; 1518; 1449; 1418; 1308; 1216; 1009; 805; 770; 723; 702 and 605 cm−1. Mass spectrum (EI): m/e 334 M+., m/e 276 (M−CH4N3)+. (base peak), m/e 145 (m/e=276−C7H5N3)+, m/e 132 (C7H6N3)+.

1. additionwere added
2. filtrationfiltered
3. washThe precipitate was washed with 5 cm3 of methanol
4. concentrationthe combined filtrates were concentrated to dryness in vacuo (2.7 kPa)
5. additionThe residue was diluted in 30 cm3 of dichloromethane
6. concentrationconcentrated to dryness in vacuo (2.7 kPa)
7. additionThe residue was diluted in 70 cm3 of tetrahydrofuran under argon atmosphere at about 20° C.
8. additionwas added
9. stirringThe reaction mixture was stirred at about 20° C. for 60 hours
10. concentrationconcentrated to dryness in vacuo (2.7 kPa)
11. additionThe residue was diluted in 100 cm3 of water
12. filtrationthe off-white precipitate was filtered
13. washwashed twice with 10 cm3 of water
14. customThe solid was dried in vacuo at about 50° C.
15. customrecrystallized from 30 cm3 of methanol
16. washThe precipitate was washed twice with 5 cm3 of methanol and once with 10 cm3 of diisopropylether respectively
17. customdried in vacuo at about 50° C.