Stannous chloride dihydrate → 2-Chloro-N4-methylpyrimidine-4,5-diamine

Temperatur

80 °C

A mixture of 2-chloro-4-(methylamino)-5-nitropyrimidine (3.76 g, 20 mmol, synthesized from the above procedure), tin(II) chloride dihydrate (18.0 g, 80 mmol) in ethanol (200 mL) is heated at 80° C. After heating for 2 hours, the reaction mixture is cooled to room temperature and concentrated. Ethyl acetate and celite is added to the residue and the mixture is basified with saturated sodium carbonate solution to a pH of 9-10. The mixture is filtered through a pad of celite and washed with ethyl acetate. The combined organic extracts are washed with brine, dried over Na2SO4, filtered and concentrated. Further purification by column chromatography (silica gel, eluting with ethyl acetate) affords the title compound (1.72 g, 54%).

1. temperatureAfter heating for 2 hours
2. temperaturethe reaction mixture is cooled to room temperature
3. concentrationconcentrated
4. additionEthyl acetate and celite is added to the residue
5. filtrationThe mixture is filtered through a pad of celite
6. washwashed with ethyl acetate
7. washThe combined organic extracts are washed with brine
8. dry with materialdried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated
11. customFurther purification
12. washby column chromatography (silica gel, eluting with ethyl acetate)

ORD-Eintrag

ord-9d9fd8b0ebb24ca9a0c76a0493c4dc2d

Quelldatensatz

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07423038B2