HCID 86671455, compound → HCID 68313093, compound

Participants

Reaction Steps

A solution of methanesulfonic acid 3-[2-(2-isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulen-8-yloxy]-4-methanesulfonyloxy-3-methylbutyl ester from Example 51 (0.0318 mmol) in isopropylamine (0.7 mL) was heated at 90° C. for 1 h in a sealed vial and then at 130° C. for 2 h using microwave irradiation. After cooling to RT, the crude reaction mixture was purified by column chromatography (C18, gradient 20-50% 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 261 as a colorless gum (10 mg, 69% over two steps). LCMS: RT 2.80 min [M+H]+ 451.1. 1H NMR (CD3OD, 400 MHz): δ 8.33 (1H, d, J=8.96 Hz), 7.68 (1H, s), 6.75 (1H, dd, J=8.96, 2.51 Hz), 6.60 (1H, d, J=2.49 Hz), 5.93-5.82 (1H, m), 4.49 (4H, s), 3.24 (1H, bd, J=10.84 Hz), 2.99-2.89 (1H, m), 2.76 (1H, bd, J=10.76 Hz), 2.73-2.64 (1H, m), 2.53-2.37 (2H, m), 2.36 (3H, s), 2.11-2.02 (1H, m), 1.60 (3H, s), 1.53 (6H, d, J=6.65 Hz), 1.14 (6H, d, J=6.35 Hz)

Provenance & Evidence