Stannous chloride dihydrate → HCID 71486776, compound

Participants

Reaction Conditions

Reaction Steps

2-[2-(4-isopropylsulfonylphenyl)-5-trityl-pyrrolo[2,3-b]pyrazin-7-yl]-7-nitro-isoindolin-1-one (148 mg, 0.2056 mmol) suspended in EtOH (5 mL) and mixture heated to 70° C. SnCl2.2H2O (232.0 mg, 1.028 mmol) added and the mixture heated at reflux. After 1 h a further ˜200 mg SnCl2.2H2O added. After 1 h reaction mixture cooled, diluted with DCM and sat NaHCO3 added. Mixture stirred vigorously for 30 mins then passed through a phase separator cartridge. Org phase concentrated to a yellow solid (158 mg). This material deprotected using Method E Step 2 to give the title compound after purification using hplc; 1H NMR (400 MHz, DMSO) δ 1.21 (6H, d), 3.49 (1H, sep), 5.35 (2H, s), 6.22 (2H, s), 6.65 (1H, d), 6.81 (1H, d), 7.31 (1H, dd), 7.99 (2H, d), 8.43 (1H, s), 8.50 (2H, d), 9.07 (1H, s), 12.27 (1H, brs) ppm; MS (ES+) 448.0.

Provenance & Evidence