HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533611Generated: October 26, 2026
N-methyl-2-pyrrolidone → 6-cyano-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine
https://huagongshe.com/reaction/533611
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine | HCID 67982033 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 6-cyano-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine | HCID 86708206 | — |
Reaction Steps
A mixture of zinc cyanide (0.47 g), tetrakis(triphenylphosphine)palladium (0.12 g), 6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (0.70 g), and N-methylpyrrolidone (hereinafter referred to as NMP) (4 ml) was stirred at 90° C. for 2 hours. Into the reaction mixture cooled to room temperature, saturated aqueous ammonium chloride solution was poured, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 0.59 g of 6-cyano-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (hereinafter referred to as Present Compound 48).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853238B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-a3a8327606074f2aa3ea857af3cd42cf |
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| Source note | uspto-grants-2014_10 |
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