HCID 57837464, compound → HCID 57837482, compound

Participants

Reaction Steps

3-(benzylamino)-1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one (0.312 g, 0.93 mmol) was dissolved in MeOH (25 mL). The flask was evacuated and flushed with argon (3 cycles). Pd on C (0.312 g, 10 wt %) was added in small portions. The flask was then evacuated and flushed with hydrogen (4 cycles). The heterogeneous mixture was then vigorously stirred for 2 hours before evacuating and flushing with argon (3 cycles). The mixture was then filtered through Celite, washing with MeOH (50 mL), and concentrated. The dark yellow oil was then subjected to flash column chromatography (100% MeOH) while monitoring the fractions with HPLC and 1H NMR. The first major fractions contained 0.164 g (53% recovered starting material); which was followed by 0.0379 g (16% yield) of 3-amino-1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one as a yellow oil.

Provenance & Evidence