Sodium Methoxide → 2-Ethylamino-4-amino-6-methyl-5-[3-(4-chlorophenyl)-2-butenyl]pyrimidine

Participants

Reaction Steps

These compounds are prepared in a manner analogous to that of Step E of Example 1, using 4.8 grams (0.039 mole) of 1-ethylguanidine hydrochloride, 3.6 grams (0.011 mole) of a mixture of 3-cyano-2-pentoxy-6-(4-chlorophenyl)-2,5-heptadiene and 3-cyano-2-pentoxy-6-(4-chlorophenyl)-2,6-heptadiene (prepared in Steps A-D of Example 1), 2.3 grams (0.039 mole) of sodium methoxide, 20 mL of N,N-dimethylacetamide, and 40 mL of ethanol. The crude reaction product is subjected to column chromatography, yielding the separated isomers, 2-ethylamino-4-amino-6-methyl-5-[3-(4-chlorophenyl)-1-butenyl]pyrimidine (Compound 47) and 2-ethylamino-4-amino-6-methyl-5-[3-(4-chlorophenyl)-2-butenyl]pyrimidine.

Provenance & Evidence