Tetrabutylammonium Fluoride → 3-Hydroxy-1-[4-(4-methylpiperazine-1-carbonyl)-1,3-thiazol-2-yl]azetidine

Participants

Reaction Steps

To a solution of 3-t-butyldiphenylsilyloxy-1-[4-(4-methylpiperazine-1-carbonyl)-1,3-thiazol-2-yl]azetidine (941 mg, 1.81 mmol) (obtained as described in Reference Example 30(1)) in anhydrous tetrahydrofuran (47 ml) was added a solution of 1.0M tetra-n-butylammonium fluoride in tetrahydrofuran (2.17 ml, 2.17 mmol) in an ice bath, and the mixture was stirred for 1 hour. After checking the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using ethyl acetate:methanol (3:1) as the eluant to afford 3-hydroxy-1-[4-(4-methylpiperazine-1-carbonyl)-1,3-thiazol-2-yl]azetidine (422 mg, yield 83%) as a white solid.

Provenance & Evidence