反应详情

温度

100 °C

Heat a mixture of 3,3-dimethylcyclobutane carboxylic acid (0.138 g, 1.080 mmol), DPPA (0.233 ml, 1.080 mmol) and TEA (0.100 ml, 0.720 mmol) in dioxane (3 mL) at 100° C. for 15 minutes, add 3-(5-amino-4-fluoro-2-methylphenyl)-N-(4-methoxybenzyl)-N,2-dimethyl-1,6-naphthyridin-7-amine (0.15 g, 0.360 mmol) and heat at 100° C. for an additional 2 h. Cool to RT, add satd. NaHCO3, extract with EtOAc (2×), wash the combined organics with H2O, then brine, dry over Na2SO4, concentrate to dryness and purify via silica gel chromatography (EtOAc/Hex) to afford the title compound (135 mg, 69%) as an orange pasty solid. MS(ESI) m/z: 542.3 (M+H+).

1. temperatureHeat
2. temperatureCool to RT
3. additionadd satd
4. extractionNaHCO3, extract with EtOAc (2×)
5. washwash the combined organics with H2O
6. dry with materialbrine, dry over Na2SO4
7. concentrationconcentrate to dryness
8. custompurify via silica gel chromatography (EtOAc/Hex)