(Octahydro-1H-pyrido[1,2-A]pyrazin-7-YL)methanol → Racemic (7R*,9aS*)-2-(6-Chlorobenzo[d]-isoxazol-3-yl)perhydro-7-(hydroxymethyl)-1H-pyrido[1,2-a]pyrazine

Participants

Reaction Steps

By the method of Example 4, the alcohol-amine title product of Example 3 (203 mg, 1.19 mmol) and 3,6-dichlorobenzo[d]isoxazole were converted into present title product (206 mg, 53.8% yield) isolated as a pale yellow amorphous solid. In this product the 7and 9a-hydrogen substitutents remain trans. TLC Rf (methylene chloride/methanol=9:1 in volume; potassium permanganate spray): 0.41. 13CNMR (CDCl3) delta 164.2, 160.6, 136.1, 123.3, 122.8, 114.9, 110.8, 65.9, 60.2, 58.7, 54.1, 53.4, 48.0, 39.0, 28.8, 26.7.

Provenance & Evidence