反应详情

A solution of 4,6-dimethyl-pyrimidine-5-carboxylic acid [3-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-butyl]-amide (3.11 g, 8.95 mmol) in acetone (10 ml) and HCl 6N (aq, 8 ml) was refluxed for 18 h. The reaction mixture was quenched with NaOH (aq, 15%) to pH 7-8. The organic material was extracted with CH2Cl2 and the organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography on silica gel (10% MeOH in CH2Cl2; 2.5% NH4OH) to afford 4,6-dimethyl-pyrimidine-5-carboxylic acid [3-(4-oxo-piperidin-1-yl)-butyl]-amide (589 mg, 23%). 1H NMR (CDCl3) δ 1.04 (d, 3H, J=6.6 Hz), 1.64-1.72 (m, 1H), 1.81-1.91 (m, 1H), 2.15-2.30 (m, 4H), 2.52 (s, 6H), 2.62-2.72 (m, 2H), 2.84-2.98 (m, 3H), 3.47-3.62 (m, 1H), 3.69-3.77 (m, 1H), 6.94 (br s, 1H), 8.93 (s, 1H).

1. customThe reaction mixture was quenched with NaOH (aq, 15%) to pH 7-8
2. extractionThe organic material was extracted with CH2Cl2
3. dry with materialthe organic layer was dried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. customThe residue was purified by column chromatography on silica gel (10% MeOH in CH2Cl2; 2.5% NH4OH)