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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530878Generated: October 31, 2026

Hydrochloric Acid → 1-(4-Fluorobenzyl)-3-(3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamido)cyclohexanecarboxylic acid

https://huagongshe.com/reaction/530878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 1-(4-fluorobenzyl)-3-(3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamido)cyclohexanecarboxylateHCID 67985855—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product1-(4-Fluorobenzyl)-3-(3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamido)cyclohexanecarboxylic acidHCID 86698249—

Reaction Conditions

Temperature70 °C

Reaction Steps

Sodium hydroxide in water (4 M solution, 1 ml, 4 mmol) was added into a solution of methyl 1-(4-fluorobenzyl)-3-(3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamido)cyclohexanecarboxylate (0.32 mmol) in methanol (0.5 ml) and THF (2 ml). The reaction solution was stirred at 70° C. for 16 h, and 1.0 N HCl solution was added dropwise to adjust pH to 4. The resulting solution was extracted with EtOAc (10 ml, twice). The combined organic layers were dried over sodium sulfate, filtered, concentrated, and purified using HPLC to give the titled compound. LC-MS: 487.21 [M+11]. LC/MS RT=2.36 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09351965B2
Source datasetuspto-grants-2016_05
ORD IDord-7f68234ec90c4a798f79aac5422ad36c
Source noteuspto-grants-2016_05