HCID 22293389, compound → HCID 22293422, compound

Participants

Reaction Steps

To a solution of the compound of Example 200, Step D (0.034 g, 0.10 mmol) in acetic acid (18 mL) was added a slurry of palladium on carbon (10% by weight, 0.030 g) in H2O (2 mL). The reaction mixture was shaken under 50 psig hydrogen for 24 h, an additional aliquot of palladium on carbon (0.030 g) was introduced and the reaction was continued under 50 psig hydrogen for another 24 h. The reaction mixture was filtered through a bed of Celite® with the aid of MeOH, concentrated under vacuum, and the residue was partitioned between CH2Cl2 and H2O at pH 9. The organic layer was removed and the aqueous layer was washed twice with CH2Cl2, the organic layers were combined and washed with a saturated aqueous brine solution, dried over Na2SO4, filtered and concentrated under vacuum. Purification by silica gel chromatography employing 3% MeOH/0.2% NH4OH/CH2Cl2 as the eluant afforded the compound of Example 200, Step E (0.019 g): +APcI MS (M+1)+ 245; 1H NMR (400 MHz, CDCl3) δ: 7.10-7.24 (arom, series of m, 5 H), 3.21 (m, 1H), 2.71 (s, 3H).

Provenance & Evidence