Methanesulfonyl chloride → HCID 135740119, compound

Participants

Reaction Steps

Methanesulphonyl chloride (31 μl, 0.40 mmol) was added to a stirred, ice-cooled solution of the title compound of Example 52 (150 mg, 0.27 mmol) in pyridine (3 ml) and the mixture stirred at room temperature for 2 hours, then evaporated under reduced pressure. The residue was treated with water (10 ml) and the resulting suspension extracted with dichloromethane (40 ml in total). The combined extracts were dried (Na2SO4) and evaporated under reduced pressure to give an orange oil which was purified by chromatography on silica gel, using ethyl acetate:methanol:0.880 aqueous ammonia (94:5:1) as eluant, to provide the title compound (62 mg) as a white foam. Found: C, 54.03; H, 5.87; N, 14.70. C29H37N7O6S2 requires C, 54.10; H, 5.79; N, 15.23%. δ (CDCl3): 1.02 (3H, t), 1.66 (3H, t), 1.90 (2H, m), 2.28 (3H, s), 2.50 (4H, m), 2.96 (2H, t), 3.10 (7H, m), 4.39 (2H, q), 5.79 (2H, s), 7.18 (2H, m), 7.36 (1H, m), 7.60 (1H, d), 7.72 (1H, d), 7.83 (1H, d), 8.80 (1H, s), 9.68 (1H, s), 10.95 (1H, s). LRMS: m/z 644 (M+1)+.

Provenance & Evidence