Sodium triacetoxyborohydride → HCID 178432376, compound

Participants

Reaction Steps

A mixture of 4-(2-methyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde (293 mg, 1 mmol) and 2-methoxy-5-(5-piperidin-4-yl-2H-[1,2,4]triazol-3-yl)-pyridine (0.58 g) in CH2Cl2 (5 mL) and THF (23 mL) was treated with Ti(OiPr)4 (0.82 mL) and stirred overnight at rt. The mixture was treated with NaBH(OAc)3 (395 mg) and stirred for 2 hours at rt. The reaction was diluted with CH2Cl2 and water and filtered through Celite. The phases were separated and the organic phase was washed with brine. The Celite pad was washed with MeOH and the combined organic portions were concentrated in vacuo. Purification was achieved by preparative HPLC to give the title compound.

Provenance & Evidence