Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230178Generated: October 30, 2026

Di-tert-butyl dicarbonate → 6-(2,4-Difluorophenoxy)-3-iodo-4-methyl-5-oxo-4,5-dihydro-pyrazolo[4,3-b]pyridine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/230178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant6-(2,4-Difluorophenoxy)-3-iodo-4-methyl-1,4-dihydro-pyrazolo[4,3-b]pyridin-5-oneHCID 178481579—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product6-(2,4-Difluorophenoxy)-3-iodo-4-methyl-5-oxo-4,5-dihydro-pyrazolo[4,3-b]pyridine-1-carboxylic acid tert-butyl esterHCID 59812828120%

Reaction Steps

To a solution of 6-(2,4-difluorophenoxy)-3-iodo-4-methyl-1,4-dihydro-pyrazolo[4,3-b]pyridin-5-one (12 mg, 0.0298 mmol) in tetrahydrofuran (5 mL) was added BOC2O (16 mg, 2.5 eq) and DMAP (catalytic). The resulting mixture was heated under reflux for 30 minutes, cooled to room temperature, and diluted with ethyl acetate (35 mL) and water (25 mL). The organic layer was separated, washed successively with water (2×25 mL), 0.5 N HCl (2×20 mL) and brine (1×25 mL), dried over magnesium sulfate, filtered and concentrated to give the title compound as a white powder (18 mg, (M+H)+=504).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566708B2
Source datasetuspto-grants-2009_07
ORD IDord-7e320f45914346ce90b53cd70ef28ac9
Source noteuspto-grants-2009_07