Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Glycolate | HCID 12184 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloro-3-methyl-5-nitropyridine | HCID 89648 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25120490 | HCID 25120490 | — |
Reaction Steps
Sodium hydride (116 mg: 60%) was suspended in tetrahydrofuran (4 mL). While the suspension was cooled on ice, ethyl glycolate (273 μL) was added. The mixture was stirred at room temperature (20 to 30° C.) for 30 min. Subsequently, 2-chloro-3-methyl-5-nitropyridine (200 mg) was added to the mixture portionwise at room temperature (20 to 30° C.) and the mixture was stirred at room temperature (20 to 30° C.) for 3 hours. Water was then added to the reaction mixture and the mixture was extracted twice with chloroform. The organic layer was concentrated under reduced pressure to afford 310 mg of the crude desired product of Compound 19 as a brown amorphous.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156817B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-6a3f5bca04c4443c834d81ee6983d506 |
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| Source note | uspto-grants-2015_10 |
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