5-AMINO-1-(4-FLUOROPHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID synthesis
- Product Name:5-AMINO-1-(4-FLUOROPHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID
- CAS Number:187949-90-2
- Molecular formula:C10H8FN3O2
- Molecular Weight:221.19
138907-68-3
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187949-90-2
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Yield:187949-90-2 95%
Reaction Conditions:
Stage #1: ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylatewith lithium hydroxide;water in methanol; for 17 h;Heating / reflux;
Stage #2: with hydrogenchloride in water; pH=7;
Steps:
4.2
Ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate (22.18 g, 89 mmol) was suspended in 1 N aqueous solution of LiOH (178 ml_, 178 mmol) and methanol (200 ml_). The reaction mixture was refluxed for 17 hours, allowed to cool to room temperature and filtered. The filtrate was acidified to pH=7 with 2N HCI. A solid was collected by filtration and allowed to dry under reduced pressure to afford the title compound as a pale yellow solid (18.64 g, 95 % yield), which was used without further purification.
References:
WO2008/53136,2008,A1 Location in patent:Page/Page column 36
371-14-2
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187949-90-2
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187949-90-2
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