Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-5-iodo-3-nitropyridine | HCID 1514294 | — |
| Reactant | Methyl 2-aminoisobutyrate hydrochloride | HCID 13258034 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57885856 | HCID 57885856 | 78% |
Reaction Steps
2-Chloro-5-iodo-3-nitro-pyridine (1.61 g) was dissolved in ethanol. Methyl α-aminoisobutyrate HCl was added (2.4 eq) followed by triethylamine (2.4 eq). The reaction mixture was heated to 150° C. in a microwave oven for 30 minutes. The reaction mixture was concentrated to dryness and triturated with H2O, Silica gel chromatography of the resulting brown solid afforded the title compound as a bright yellow crystalline solid (78% yield based on recovered starting material). M.p. 121-122° C., 1H-NMR (CDCl3, 400 MHz) δ 1.56 (s, 3H), 1.66 (s, 3H), 3.67 (s, 3H), 8.53 (s, 1H), 8.47 (d, J=2.0 Hz, 1H), 8.68 (d, J=2.3 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08080561B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-813040edf9d648ae9e298be69c74115b |
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| Source note | uspto-grants-2011_12 |
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