反应详情

1-(1,1-Dimethylethyl)-3-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (5.07 g, 20.34 mmol) and phosphorus oxychloride (28.4 ml, 305 mmol) were heated at 100° C. for 16 hours. The contents were concentrated in vacuo. The residue was added to ice water followed by 1N NaOH until basic (pH>10). After stirring for 15 minutes, the mixture was adjusted to pH 3-4 by addition of 1N HCl. The contents were extracted with EtOAc, then washed with water, brine and concentrated in vacuo. The crude product was purified by reverse phase HPLC (40-70% ACN/H2O, 0.1% TFA). The product was collected as a solid, 0.50 g (9%). LCMS E-S (M+H)=268.3 1H NMR (400 MHz, DMSO-d6) δ ppm 1.73 (s, 9H), 2.56 (s, 3H), 7.48 (s, 1H), 14.17 (br. s., 1H).

1. concentrationThe contents were concentrated in vacuo
2. additionThe residue was added to ice water
3. additionthe mixture was adjusted to pH 3-4 by addition of 1N HCl
4. extractionThe contents were extracted with EtOAc
5. washwashed with water, brine
6. concentrationconcentrated in vacuo
7. customThe crude product was purified by reverse phase HPLC (40-70% ACN/H2O, 0.1% TFA)
8. customThe product was collected as a solid, 0.50 g (9%)