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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726079Generated: November 3, 2026

Sodium Bicarbonate → HCID 136055974, compound

https://huagongshe.com/reaction/1726079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant1-(tert-Butoxycarbonyl)indole-2-boronic Acid (contains varying amounts of Anhydride)HCID 2773302—
ReactantHCID 57562495HCID 57562495—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 136055974HCID 13605597443.7%

Reaction Conditions

Temperature130 °C

Reaction Steps

82.9 mg (0.25 eq; 0.072 mmol) of tetrakis(triphenylphosphine)palladium(0), 150.1 mg (2 eq; 0.575 mmol) of 1-boc-indole-2-boronic acid, 5 ml of dimethylformamide and 250 μl of saturated sodium bicarbonate solution are added to 130 mg (1 eq; 0.287 mmol) of 5-(dimethoxyphosphoryl)-3-iodo-indazole-1-carboxylic acid tert-butyl ester. The medium is stirred at 130° C. for 5 hours. The reaction medium is filtered through paper and the solvent is evaporated off under reduced pressure in a rotary evaporator. The reaction crude is purified by LC/MS to obtain 41 mg of [3-(1H-indol-2-yl)-1H-indazol-5-yl]-phosphonic acid monomethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491710B2
Source datasetuspto-grants-2009_02
ORD IDord-8d56be7a668f481a9556db3906925aa8
Source noteuspto-grants-2009_02