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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845669Generated: October 31, 2026

Potassium Hydroxide → 5-chloro-4-(1,4-dimethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylic Acid

https://huagongshe.com/reaction/1845669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactantmethyl 5-chloro-4-(1,4-dimethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylateHCID 57826563—
SolventOxolane--water (1/1)HCID 21881883—
Product5-chloro-4-(1,4-dimethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylic AcidHCID 5782644994.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of methyl 5-chloro-4-(1,4-dimethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate (7.6 g, 28.1 mmol) in THF/H2O (30 mL/5 mL) was added KOH (4.72 g, 84 mmol). The reaction mixture was heated to 50° C. for 1 h. After the mixture was concentrated and diluted with H2O, the pH was adjusted to 3. The mixture was extracted with DCM (50 mL×3). The collected organic layers were concentrated under vacuum to give the crude acid (6.8 g, 94%), which was used directly in the next step without further purification: LCMS (ES) m/z 257 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946278B2
Source datasetuspto-grants-2015_02
ORD IDord-fc7e0ff1d66546d89fa88eb5e09e3d61
Source noteuspto-grants-2015_02