反应详情

A solution 3-(4-bromo-2-fluoro-phenylamino)-thieno[2,3-c]pyridine -2-carboxylic acid ((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-amide (61 mg, 0.12 mmol) and 1 drop of concentrated HCl in methanol (2 ml) was stirred at ambient temperature for 2 hours. The solvent was evaporated in vacuo and the resultant residue partitioned between dichloromethane (20 ml), water (10 ml) and saturated NaHCO3 solution (3 ml). The organic phase was dried over sodium sulfate and concentrated in vacuo to afford a yellow oil. The resultant yellow oil was purified by flash chromatography (Si-SPE, DCM:MeOH, gradient 99:1 to 92:8) followed by trituration with methanol/acetonitrile to afford the title compound as an off-yellow solid (15 mg, 26%): LCMS (method A): RT=6.01 min, M+H+=456/458. 1H NMR (d4-MeOH, 400 MHz) 9.16 (d, J=0.8 Hz, 1H), 8.38 (d, J=5.8 Hz, 1H), 7.37-7.46 (m, 2H), 7.17 (ddd, J=8.6 Hz, 2.3 Hz, 2.2 Hz, 1H), 6.72 (dd, J=8.7 Hz, 8.7 Hz, 1H), 4.00-4.05 (m, 1H), 3.84-3.96 (m, 2H), 3.53-3.64 (m, 2H).

1. customThe solvent was evaporated in vacuo
2. customthe resultant residue partitioned between dichloromethane (20 ml), water (10 ml) and saturated NaHCO3 solution (3 ml)
3. dry with materialThe organic phase was dried over sodium sulfate
4. concentrationconcentrated in vacuo
5. customto afford a yellow oil
6. customThe resultant yellow oil was purified by flash chromatography (Si-SPE, DCM:MeOH, gradient 99:1 to 92:8)