反应详情

温度

4 °C

2-Nitro-4-piperidin-1-ylmethyl-benzoic acid hydrochloride (440 mg, 1.46 mmol) was treated with thionyl chloride (5 mL) and refluxed for 1 hour. Excess of reagent was removed by evaporation followed by evaporation from toluene (2×5 mL). The solid was further died under vacuum. The acid chloride was treated with dry pyridine (7 mL), cooled to 4° C. and added with 5-(3,5-difluoro-benzyl)-1H-indazol-3-ylamine (315 mg, 1.22 mmol) in dry pyridine (3 mL) under a nitrogen atmosphere, with stirring. After stirring for a few hours the reaction was left at 0° C. over-night. EtOAc (50 mL) and water (50 mL) were added, pH was adjusted to 9 with concentrated NH4OH. The organic layer was separated, dried over sodium sulphate, evaporated to dryness and purified over silica gel (DCM:MeOH 95:5) affording 266 mg of title compound in 43% yield.

1. temperaturerefluxed for 1 hour
2. customExcess of reagent was removed by evaporation
3. customfollowed by evaporation from toluene (2×5 mL)
4. additionThe acid chloride was treated with dry pyridine (7 mL)
5. stirringAfter stirring for a few hours the reaction
6. waitwas left at 0° C. over-night
7. customThe organic layer was separated
8. dry with materialdried over sodium sulphate
9. customevaporated to dryness
10. custompurified over silica gel (DCM:MeOH 95:5)