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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405925Generated: October 31, 2026

Sodium Carbonate Decahydrate → HCID 66749464, compound

https://huagongshe.com/reaction/1405925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium Carbonate DecahydrateHCID 151402—
Reactant2-Amino-3-bromopyridineHCID 817700—
ReactantHCID 24778108HCID 24778108—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66749464HCID 6674946447.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (57.7 mg) was added to a suspension of 3-bromopyridin-2-amine (432 mg), 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (1016 mg) and sodium carbonate decahydrate (1429 mg) in DME (10 mL) and water (2 mL) and the mixture was stirred at 80° C. under nitrogen for 3 hr and at 70° C. overnight. Activated carbon was added and the insoluble solid was removed by filtration through NH-silica gel/Celite pad (eluted with EtOAc). The filtrate was concentrated and the residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) to give the title compound (397 mg) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916551B2
Source datasetuspto-grants-2014_12
ORD IDord-1fd07274d6b0423a9c323d562b4450a5
Source noteuspto-grants-2014_12