反应详情

To the solution of (3S,9aS)-tert-butyl 8-(2-(2-(1H-tetrazol-1-yl)pyrimidin-5-yl)acetyl)-3-(3-cyano-4-fluoro-2-methylphenyl)hexahydro-1H-pyrazino[1,2-a]pyrazine-2(6H)-carboxylate (60 mg, 0.107 mmol) in methylene chloride (2 mL) was added thioanisole (50.5 μl, 0.427 mmol) and trifluoroacetic acid (3287 μl, 42.7 mmol), the resulting solution was stirred at rt for 1 h. After removing the volatile, the residue was participated between methylene chloride (100 mL) and 1N sodium hydroxide (50 mL), the alkaline phase was extracted with methylene chloride, the combined methylene chloride phase was dried over sodium sulphate, concentrated and the residue was purified on TLC using 10% methanol/methylene chloride to give title compound. 1H NMR (500 MHz, CDCl3) δ 9.60 (s, 1H), 8.81-8.80 (two singlets, 2H), 8.43-8.40 (m, 1H), 7.06-7.02 (m, 1H), 5.33 (s, 2H), 4.574-4.40 (m, 1H), 4.23-4.22 (m, 1H), 3.89-3.80 (m, 2H), 3.70-3.54 (m, 1H), 3.26-3.14 (m, 2H), 3.03-2.90 (m, 2H), 2.80-2.67 (m, 2H), 2.64-2.63 (two singlets, 3H), 2.59-2.38 (m, 2H); LC/MS: [(M+23)]+=485.13; [(M+1-28)]+=435.20.

1. customAfter removing the volatile, the residue
2. extractionthe alkaline phase was extracted with methylene chloride
3. dry with materialthe combined methylene chloride phase was dried over sodium sulphate
4. concentrationconcentrated
5. customthe residue was purified on TLC