4-FLUORO-6-INDAZOLECARBOXYLIC ACID METHYL ESTER synthesis
- Product Name:4-FLUORO-6-INDAZOLECARBOXYLIC ACID METHYL ESTER
- CAS Number:885521-44-8
- Molecular formula:C9H7FN2O2
- Molecular Weight:194.16
67-56-1
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Yield:885521-44-8 48.3%
Reaction Conditions:
with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;triethylamine at 70; under 2585.81 Torr; for 16 h;
Steps:
i-9.iii Preparation of methyl 4-fluoro-lH-indazole-6-carboxylate (i-9d).
To a solution of 6-bromo-4-fluoro-lH-indazole (i-9c) (6.5 g, 0.03 mol) in 130 mL of methanol were added Pd(dppf)Cl2 (0.37 g, 0.005 mol) and triethylamine (6.15 g, 0.06 mol). Then the mixture was stirred at 70 °C under 50 psi of CO for 16 h. The mixture was filtered and the filtrate was concentrated. The crude residue was purified by column chromatography on silica gel eluted with (PE / EtOAc = 5 : 1) to afford the title compound (2.8 g, yield: 48.3%) as a pale yellow solid. LCMS (ESI) calc'd for C9H7FN202 [M+H]+: 195, found: 195.
References:
WO2014/28591,2014,A2 Location in patent:Page/Page column 51
123843-67-4
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885521-44-8
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1227912-19-7
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885521-44-8
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