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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522504Generated: November 2, 2026

Ammonium Chloride → HCID 86659541, compound

https://huagongshe.com/reaction/522504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2,6-DichloropyrazineHCID 78504—
ReactantEthyl 4-iodobenzoateHCID 142891—
ReactantLithium ChlorideHCID 433294—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86659541HCID 8665954187%

Reaction Steps

2,6-Dichloropyrazine (9) (149 mg, 1.0 mmol) in THF (2 mL) was added to a solution of TMPZnCl.LiCl (2) (1.3 M in THF, 0.85 mL, 1.1 mmol) at 25° C. and the reaction mixture was then stirred at this temperature for 30 min according to TP 2. Pd(dba)2 (17 mg, 3 mol %) and P(o-furyl)3 (14 mg, 6 mol %) dissolved in THF (2 mL), followed by the addition of ethyl 4-iodobenzoate (359 mg, 1.3 mmol), were then transferred via cannula to the reaction mixture. The reaction mixture was stirred at 25° C. for 1.5 h. with a sat. aq. NH4Cl solution (20 mL), extracted with diethyl ether (3×50 mL) and dried over anhydrous Na2SO4. After filtration, the solvent was evaporated in vacuo. Purification by flash-chromatography (CH2Cl2/n-pentane, 1:2) furnished compound 11b (251 mg, 87%) as a colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334237B2
Source datasetuspto-grants-2016_05
ORD IDord-eb865ed860084400862cf3ed5a81e4d4
Source noteuspto-grants-2016_05