Acetic Acid → HCID 58382031, compound

Participants

Reaction Steps

A solution of MeMgCl (3 M in THF, 0.65 mL, 1.95 mmol) in THF (4 mL) was cooled to about −40° C. then methyl 1-methyl-3-(1-methyl-6-tosyl-1,6-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridin-7-yl)-1H-indole-5-carboxylate (0.125 g, 0.243 mmol, prepared using D from Preparation #1 and Preparation #18 in THF (3 mL) was added. The mixture was warmed to rt and stirred for about 1 h. The mixture was treated with AcOH (˜0.75 mL) then the mixture was diluted with water (30 mL). The mixture was extracted with EtOAc (2×25 mL). The combined organics were washed with brine, dried over anhydrous MgSO4, filtered and concentrated in vacuo to give 2-(1-methyl-3-(1-methyl-6-tosyl-1,6-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridin-7-yl)-1H-indol-5-yl)propan-2-ol (0.115 g, 92%): LC/MS (Table 2, Method a) Rt=2.26 min; MS m/z 514 (M+H)+.

Provenance & Evidence