HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522504Generated: November 2, 2026
Ammonium Chloride → HCID 86659541, compound
https://huagongshe.com/reaction/522504
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2,6-Dichloropyrazine | HCID 78504 | — |
| Reactant | Ethyl 4-iodobenzoate | HCID 142891 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86659541 | HCID 86659541 | 87% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09334237B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-eb865ed860084400862cf3ed5a81e4d4 |
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| Source note | uspto-grants-2016_05 |
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