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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175089Generated: November 1, 2026

Sodium Carbonate → HCID 67247802, compound

https://huagongshe.com/reaction/2175089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4,4,5,5-Tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolaneHCID 11243929—
ReactantHCID 53252487HCID 53252487—
CatalystHCID 178418476HCID 178418476—
SolventMethanolHCID 887—
SolventHCID 86609212HCID 86609212—
ProductHCID 67247802HCID 67247802—

Reaction Steps

23 mg (0.22 mmol) of sodium carbonate are added to 50 mg (0.11 mmol) of {1-[1-(4-chloro-1,3,5-triazin-2-yl)piperidin-4-yl]pyrrolidin-3-yl}carbamic acid tert-butyl ester and 45 mg (0.12 mmol) of 4,4,5,5-tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolane in 1.5 ml of DMF/DME/methanol/water (1/1/0.9/0.3). The reaction mixture is degassed a number of times, 8 mg (0.017 mmol) of bis(triphenylphosphine)palladium(II) dichloride are added under nitrogen atmosphere, the mixture is treated in an ultrasound bath for 10 min and subsequently irradiated in the microwave at 100° C. for 20 min. The reaction mixture is diluted with methanol, filtered, and the crude product is purified by means of preparative HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062015B2
Source datasetuspto-grants-2015_06
ORD IDord-bc40e84e77fe4dbeb5cf18723a2cb09f
Source noteuspto-grants-2015_06