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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1630672Generated: November 1, 2026

2-Methyl-2-butene → 1-(3-chloropyridin-2-yl)-5-(methoxycarbonyl)-1H-pyrazole-3-carboxylic acid

https://huagongshe.com/reaction/1630672

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-2-buteneHCID 10553—
ReactantSodium ChloriteHCID 23668197—
ReactantSodium Phosphate, Monobasic, DihydrateHCID 23673460—
ReactantHCID 86661390HCID 86661390—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
Product1-(3-chloropyridin-2-yl)-5-(methoxycarbonyl)-1H-pyrazole-3-carboxylic acidHCID 66587629—

Reaction Conditions

Temperature0 °C

Reaction Steps

2.00 g (7.53 mmol) of methyl 1-(3-chloropyridin-2-yl)-3-formyl-1H-pyrazole-5-carboxylate were dissolved in 18 ml of tert-butanol, and 5 ml of water were then added. After cooling to 0° C., 2.35 g (15.1 mmol) sodium dihydrogenphosphate dihydrate, 2.73 g (30.1 mmol) of sodium chlorite and 3.17 g (45.2 mmol) of 2-methyl-2-butene were added in succession. After 1 hour at 20° C., water was added and the mixture was extracted twice with ethyl acetate. The combined organic phases were dried over sodium sulphate and the solvent was removed under reduced pressure (logP: 1.38)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791139B2
Source datasetuspto-grants-2014_07
ORD IDord-0f4cb405141f4a00bc81c661fa70c4dd
Source noteuspto-grants-2014_07