Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,3-Dichloropyridine | HCID 16988 | — |
| Reactant | HCID 11976439 | HCID 11976439 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 11976497 | HCID 11976497 | — |
Reaction Steps
A crude mixture of 2-(3-chloropyridin-2-yl)-2-methylpropionitrile and 2,3-dichloropyridine (0.171 g) was dissolved in concentrated hydrochloric acid (4 mL) and the solution was heated to 90-95° C. for 5.5 hours. Upon cooling, it was diluted with water and extracted twice with dichloromethane. The aqueous phase was basified with sodium hydroxide (with cooling) to pH of 8 and extracted twice with dichloromethane. The organic extracts were washed with water and dried over anhydrous magnesium sulfate. Filtration and evaporation gave 2-(3-chloropyridin-2-yl)isobutyramide (64 mg). 1H-NMR (DMSO-d6): δ 8.48 (dd, 4.6, 1.5 Hz), 7.83 (dd, 7.95, 1.5), 7.325 (dd, 7.95, 4.6), 6.97 and 6.93 (2 s, CONH2), 1.50 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07595338B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-adbfadce431749b9b4af6e93729ee05a |
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| Source note | uspto-grants-2009_09 |
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