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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595892Generated: October 30, 2026

Sodium Carbonate → HCID 118045520, compound

https://huagongshe.com/reaction/595892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-5-bromopyrazineHCID 599539—
Reactant1-Ethoxyethene-2-boronic acid pinacol esterHCID 21973908—
CatalystHCID 178418807HCID 178418807—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 118045520HCID 118045520—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 5-bromopyrazin-2-amine (200 mg, 1.149 mmol) in DME (2874 μL) was added (E)-2-(2-ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (341 mg, 1.724 mmol), PdCl2(dppf)-CH2Cl2 adduct (94 mg, 0.115 mmol), and 2M Na2CO3 (958 μL). The reaction mixture was stirred at 130° C. in microwave reactor for 20 min. The reaction mixture was filtered through Celite and washed with EtOAc, the filtrate was partition between EtOAc and water. The aqueous was extracted by EtOAc three times, the combined organic was dried and concentrated. The crude material was purified by flash chromatography to give (E)-5-(2-ethoxyvinyl)pyrazin-2-amine. LCMS (m/z): 166.1 (MH+), 0.41 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242996B2
Source datasetuspto-grants-2016_01
ORD IDord-638fdf8f7bb84d9e99b1c4584950439b
Source noteuspto-grants-2016_01