Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531892Generated: October 26, 2026

Sodium Carbonate → HCID 58219440, compound

https://huagongshe.com/reaction/531892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(Naphthalen-2-yl)boronic acidHCID 2734375—
Reactant2-Chloro-3,5-dimethylpyrazineHCID 11672680—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 58219440HCID 5821944056%

Reaction Steps

First, to a recovery flask equipped with a reflux pipe were placed 2.25 g of 2-chloro-3,5-dimethylpyrazine, 2.71 g of 2-naphthylboronic acid, 1.67 g of sodium carbonate, 0.072 g of bis(triphenylphosphine)palladium(II)dichloride (abbreviation: Pd(PPh3)2Cl2), 15 mL of water, and 15 mL of acetonitrile, and the atmosphere in the flask was replaced with argon. This reaction container was subjected to irradiation with a microwave (2.45 GHz, 100 W) for 10 minutes to be heated. Then, water was added to this solution, and an organic layer was extracted with dichloromethane. The obtained organic layer was washed with water and dried with magnesium sulfate. After drying, the solution was filtrated. The solvent of this solution was distilled off and the residue obtained by distillation was purified by silica gel column chromatography using dichloromethane as a developing solvent. In this way, Hdm2npr (a light orange powder, yield: 56%), which was a target substance, was obtained. For the irradiation with a microwave, a microwave synthesis system (Discover, manufactured by CEM Corporation) was used. A synthesis scheme of Step 1 is shown in the following (B-1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09356250B2
Source datasetuspto-grants-2016_05
ORD IDord-3abb64a9425d4dce95d29d929990387b
Source noteuspto-grants-2016_05