HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1630716Generated: October 31, 2026
Hydrochloric Acid → 4-{[(6-Chloro-3,5-dicyano-4-phenylpyridin-2-yl)thio]methyl}-N-methylpyridine-2-carboxamide
https://huagongshe.com/reaction/1630716
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | 4-{[(6-Amino-3,5-dicyano-4-phenylpyridin-2-yl)sulfanyl]methyl}-N-methylpyridine-2-carboxamide | HCID 56592008 | — |
| Catalyst | Cupric Chloride | HCID 24014 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-{[(6-Chloro-3,5-dicyano-4-phenylpyridin-2-yl)thio]methyl}-N-methylpyridine-2-carboxamide | HCID 58297347 | — |
Reaction Steps
1.42 g (3.55 mmol) of the compound from Example 24A are initially charged in 30 ml of acetonitrile, 0.96 ml (7.10 mmol) of isopentyl nitrite and 0.95 g (7.10 mmol) of copper(II) chloride are added and the mixture is stirred at 60° C. for 5 hours. Once more, the same amount of copper(II) chloride is added and the mixture is stirred at 60° C. overnight. 7 ml of 1N hydrochloric acid are added, the mixture is extracted three times with ethyl acetate and the combined organic phases are washed with saturated aqueous sodium chloride solution, dried over sodium sulphate and concentrated. The residue is purified by preparative HPLC (with 0.1% TFA added).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08791146B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-24e07d5bd2e144099c557982b0280caa |
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| Source note | uspto-grants-2014_07 |
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