HCID 86671480, compound → HCID 68312995, compound

Participants

Reaction Steps

A solution of methanesulfonic acid 2-cyclopropylmethyl-2-[2-(2-isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulen-8-yloxy]-3-methanesulfonyloxypropyl ester (87 mg, 0.1427 mmol) in isopropylamine (1.2 mL) was heated at 150° C. for 28 h using microwave irradiation. After cooling to RT, the crude reaction mixture was evaporated and then purified by column chromatography (C18, gradient 25-55% MeOH in 0.5% TFA/H2O) and then loaded onto an Isolute® SCX-2 cartridge. The cartridge was washed with MeOH and the product eluted with 0.5M NH3/MeOH affording 283 as a colourless foam (43.1 mg, 63%). LCMS (Method K): RT 3.15 min [M+H]+ 477.2. 1H NMR (CD3OD, 400 MHz): δ 8.33 (1H, d, J=9.0 Hz), 7.67 (1H, s), 6.57 (1H, dd, J=9.0, 2.6 Hz), 6.36 (1H, d, J=2.5 Hz), 5.87 (1H, septet, J=6.7 Hz), 4.48 (4H, s), 3.72-3.69 (2H, m), 3.38-3.35 (2H, m), 2.49 (1H, septet, J=6.3 Hz), 2.35 (3H, s), 2.04 (2H, d, J=6.6 Hz), 1.52 (6H, d, J=6.6 Hz), 0.99 (6H, d, J=6.3 Hz), 0.80-0.70 (1H, m), 0.45-0.41 (2H, m), 0.03-0.00 (2H, m)

Provenance & Evidence