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1-(3-chlorophenyl)-1H-pyrazole-4-carboxylic acid synthesis

4synthesis methods
110821-32-4 Synthesis
ethyl 1-(3-chlorophenyl)-1H-pyrazole-4-carboxylate

110821-32-4
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1-(3-chlorophenyl)-1H-pyrazole-4-carboxylic acid

1053085-34-9
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Yield:1053085-34-9 88%

Reaction Conditions:

Stage #1: ethyl 1-(3-chlorophenyl)-1Hpyrazole-4-carboxylatewith sodium hydroxide in ethanol;water; for 20 h;Reflux;
Stage #2: with hydrogenchloride in ethanol;water;

References:

Corte, James R.;Pinto, Donald J. P.;Fang, Tianan;Osuna, Honey;Yang, Wu;Wang, Yufeng;Lai, Amy;Clark, Charles G.;Sun, Jung-Hui;Rampulla, Richard;Mathur, Arvind;Kaspady, Mahammed;Neithnadka, Premsai Rai;Li, Yi-Xin Cindy;Rossi, Karen A.;Myers, Joseph E.;Sheriff, Steven;Lou, Zhen;Harper, Timothy W.;Huang, Christine;Zheng, Joanna J.;Bozarth, Jeffrey M.;Wu, Yiming;Wong, Pancras C.;Crain, Earl J.;Seiffert, Dietmar A.;Luettgen, Joseph M.;Lam, Patrick Y. S.;Wexler, Ruth R.;Ewing, William R. [Journal of Medicinal Chemistry,2020,vol. 63,# 2,p. 784 - 803] Location in patent:supporting information