Hydrochloric Acid → HCID 136352320, compound

Participants

Reaction Steps

Methyl 1-isopropyl-4-(4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)-1 H-pyrrole-2-carboxylate (200 mg, 0.32 mmol) was dissolved in THF (8 mL). A 1 N LiOH solution (8 mL) was introduced and resulting mixture was refluxed for 12 hours. After cooling to room temperature, the mixture was neutralized to pH 7 with 5 N HCl. THF was removed at reduced pressure. The residue was partitioned between ethyl acetate (30 mL) and water (30 mL). The organic phase was washed with brine and dried over anhydrous Na2SO4 and concentrated to give the crude desired product as a yellow solid (190 mg, 97%). LC-MS (Method F): m/z=613.4 [M+H]+; 6.19 min. 1H-NMR (500 MHz, CDCl3): δ 7.74 (s, 1H), 7.53 (d, J=6.0, 1H), 7.30-7.37 (m, 9H), 7.23 (s, 1H), 7.16 (d, J=7.5, 6H), 5.79 (d, J=6.0, 1H), 5.41-5.48 (m, 2H), 3.91 (d, J=11.5, 2H), 3.49 (t, J=11.0, 2H), 2.15 (d, J=12.0, 2H), 1.72-1.79 (m, 2H), 1.42 (d, J=7.0, 6H).

Provenance & Evidence