Pyridine → HCID 10598750, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methanesulfonyl chloride (0.172 g, 1.50 mmol) in CH2Cl2 (30 mL) is added the freebase of the compound of example 8 (0.51 g, 1.28 mmol)) and pyridine (0.4 mL) with stirring at 0° C. After the mixture is allowed to warm to ambient temperature over 5h CHCl3 (30 mL) and 2N NaOH (5 mL) is added to the mixture. The organic layers are separated, washed with water, dried over Na2SO4, and concentrated in vacuo to give the crude product. Purification by chromatography with 0.5% Et3N in CH2Cl2 gives 0.650 g of gum. Recrystallization from ether-methanol (90:10) gives the compound (0.460 g, 84%), mp: 120°-125° C. 1H NMR (CDCl3) 0.98 (6H; t), 2.58 (4H; q), 2.84 (3H; s), 2.92 (2H; t), 4.26 (2H; d), 4.38 (2H; t), 4.48 (1H; b), 6.90 (1H; d), 7.08-7.30 (4H; m), 8.06 (1H; m)ppm. MS m/z 431 (MH+). Anal. (C21H26N4O2S2.1/2H2O) C, H, N.

Provenance & Evidence