1H-Indazole-5-carbonitrile, 3-methyl- synthesis
- Product Name:1H-Indazole-5-carbonitrile, 3-methyl-
- CAS Number:267875-55-8
- Molecular formula:C9H7N3
- Molecular Weight:157.17
552331-16-5
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Yield:267875-55-8 700 mg
Reaction Conditions:
with tetrakis-(triphenylphosphine)-palladium in N,N-dimethyl-d6-formamide at 100; for 1 h;Inert atmosphere;
Steps:
Step-1. 3-Methyl-1H-indazole-5-carbonitrile
Pd(PPh3)4 (1.09 g, 0.95 mmol) and Zn(CN)2 (662.0 mg, 5.64 mmol) were added to a solution of 5-bromo-3-methyl- 1 /7-indazolc (1.00 g, 4.74 mmol) in DMF (15.00 mL). The resulting solution was stirred at 100 °C for Ih under nitrogen. The solids were then filtered out, and the solution was diluted with water, extracted with dichloromethane, and the organic layers were concentrated under vacuum. The residue was purified by silica gel chromatography (EtOAc/petroleum ether, 1/1 v/v) to obtain the title compound (700.0 mg) as an oil. LCMS (ESI): 158.1 [M+H]+.
References:
WO2022/99144,2022,A1 Location in patent:Paragraph 287-288
170230-87-2
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