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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 563415Generated: October 31, 2026

Dimethyl Sulfoxide → (E)-3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoic acid

https://huagongshe.com/reaction/563415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium HydroxideHCID 14798—
Reactant(E)-methyl 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoateHCID 67006057—
SolventMethanolHCID 887—
Product(E)-3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoic acidHCID 67005634188.2%

Reaction Steps

(E)-Methyl 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoate (121 mg, 0.29 mmol) was dissolved in MeOH (10 mL) and DMSO (10 mL) and treated with 1 M NaOH (10 mL) at 100° C. After stirring overnight, the MeOH was removed in vacuo, the residue acidified with sat KH2PO4 to pH 4-5 and extracted with EtOAc×3. The organic layer was dried with MgSO4, filtered, concentrated in vacuo to give 200 mg (94% yield) of (E)-3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoic acid. MS found: (M+H)+=367.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067447B2
Source datasetuspto-grants-2011_11
ORD IDord-2889d7f5ad2740d097be0585d0807197
Source noteuspto-grants-2011_11