反应详情

温度

100 °C

Gaseous ammonia (from a lecture bottle) was condensed into a suspension of 4-chloro-7-cyclopropylmethyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (394.8 mg, 1.184 mmol) in dioxane (3 mL) and iPrOH (2 ml.) in a sealable glass tube, cooled by dry ice/acetone, until the volume increased by mL, then the tube was sealed and heated to 100° C. overnight. The solvents were evaporated, water was added, the mixture was extracted with CH2Cl2 (3×20 mL), and the combined CH2Cl2 extracts were washed with brine, dried over MgSO4, filtered and concentrated to give the title compound as a white solid. 1H NMR (CDCl3, 400 MHz): δ=0.36-0.43 (m, 2H), 0.58-0.66 (m, 2H), 1.19-1.29 (m, 1H), 4.03 (d, J=6.8 Hz, 2H), 5.63 (brs, 2H), 7.19 (s, 1H), 8.27 (s, 1H). 13C NMR (CDCl3, 100.6 MHz, DEPT135): δ=4.02 (2C, −), 11.28 (+), 48.46 (Cquart), 49.19 (−), 103.96 (Cquart), 128.70 (+), 150.03 (Cquart), 152.05 (+), 156.88 (Cquart). MS (ES+): m/z 315.1 (100) [MH+]. HPLC: tR=2.3 min (OpenLynx, polar—5 min).

1. customcondensed
2. temperatureincreased by mL
3. customthe tube was sealed
4. customThe solvents were evaporated
5. additionwater was added
6. extractionthe mixture was extracted with CH2Cl2 (3×20 mL)
7. washthe combined CH2Cl2 extracts were washed with brine
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. concentrationconcentrated