HCID 54482325, compound → HCID 19039922, compound

Participants

Reaction Steps

A mixture of 10.20 g (32.8 mmol) of the product of Example 1 and 2 g of 10% Pd/C in 200 mL CH3OH and 200 mL tetrahydrofuran was shaken on a Parr (trademark) hydrogenation apparatus at 25 psi H2 at room temperature. After 30 minutes the reaction mixture was filtered through diatomaceous earth (Celite [trademark]), and the filtrate concentrated in vacuo to yield 9.94 g of a yellow solid. Silica gel chromatography eluting with 5% ethyl acetate-CH2Cl2 afforded 8.53 g of a yellow solid (92%). A small sample was recrystallized from ethyl acetate-hexane to obtain analytical data. M.p. 137°-139° C.; MS: 283M+, 107 Base; 1H NMR (AC 300, CDCl3): δ4.3 (1H, m); 4.15 (1H, m), 3.82 (3H, s); 3.7 (1H, m); 3.67 (1H, m); 2.9 (1H, m); 2.6 (1H, m); IR: 3430, 3250, 1660 cm-1. Analysis: calculated: C. 72.07, H 6.05, N 4.94%; found: C: 71.69, H 6.01, N 4.96%.

Provenance & Evidence