Diisopropylethylamine → N-[2-[(2-Propenyloxy)-methyl]-5-nitro-phenyl}-4-(3-pyridinyl)-2-pyrimidinamine

Temperatur

120 °C

A stirred mixture of {2-[(2-propenyloxy)-methyl]-5-nitro-phenyl}-guanidine (3.75 g, 15 mmol), 3-(dimethylamino)-1-(3-pyridinyl)-2-propen-1-one (2.60 g, 15 mmol) and ethyl diisopropylamine (2.6 mL, 15 mmol) in 1-butanol (50 mL) is heated at 120° C. for 20 h. The solvent is then evaporated off under reduced pressure to give a residue which is dissolved in ethyl acetate (100 mL). The resulting mixture is filtered (celite), washed with saturated aqueous sodium chloride (50 mL), dried (MgSO4), filtered and the solvent is evaporated off under reduced pressure to yield the crude product which is purified by column chromatography on silica gel, eluent ethyl acetate, and recrystallised from ethyl acetate-hexane to give the title compound as a yellow crystalline solid, m.p. 213-2150C.

1. customThe solvent is then evaporated off under reduced pressure
2. customto give a residue which
3. filtrationThe resulting mixture is filtered (celite)
4. washwashed with saturated aqueous sodium chloride (50 mL)
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. customthe solvent is evaporated off under reduced pressure
8. customto yield the crude product which
9. customis purified by column chromatography on silica gel, eluent ethyl acetate
10. customrecrystallised from ethyl acetate-hexane

ORD-Eintrag

ord-56d4ff03fd554ab5ade9deb49f7d226d

Quelldatensatz

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07557105B2