反应详情

4-(methoxycarbonyl)-2-nitrobenzoic acid (4.8 gr, 21.3 mmol) and thionyl chloride (15.5 mL) were stirred in THF dry (130 mL) at 70° C. for 2 hours. Volatiles were evaporated and the residue dissolved in dry pyridine (100 mL) at 0° C. A solution of 5-(3,5-difluoro-benzyl)-1H-indazol-3-ylamine (4.6 mg, 17.76 mmol) in dry pyridine (10 mL) was added to the cooled reaction mixture. Temperature was allowed to reach room temperature overnight. Reaction was quenched with NaHCO3 sat. sol and extracted with ethyl acetate. Collected organic phases were dried over Na2SO4, filtered and evaporated to dryness. Residue was purified by column chromatography over silica gel (DCM/EtOH/7N NH3 in MeOH=95/5/0.5) affording 5.4 gr (65% yield) of the title compound.

1. customdry (130 mL) at 70° C. for 2 hours
2. customVolatiles were evaporated
3. dissolutionthe residue dissolved in dry pyridine (100 mL) at 0° C
4. customReaction
5. customwas quenched with NaHCO3 sat. sol
6. extractionextracted with ethyl acetate
7. dry with materialCollected organic phases were dried over Na2SO4
8. filtrationfiltered
9. customevaporated to dryness
10. customResidue was purified by column chromatography over silica gel (DCM/EtOH/7N NH3 in MeOH=95/5/0.5)