Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Aminobutyrate ethyl hydrochloride | HCID 12649661 | — |
| Reactant | 4-Chloro-3-nitro-1,5-naphthyridine | HCID 13122787 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69506714 | HCID 69506714 | 99.9% |
Reaction Steps
A suspension of 4-chloro-3-nitro[1,5]naphthyridine (10.0 g, 47.7 mmol) and ethyl 4-aminobutyrate hydrochloride (9.6 g, 57 mmol) in dichloromethane (200 mL) was cooled to 5° C. Triethylamine (16.6 mL, 119 mmol) was added, and the reaction was allowed to warm to ambient temperature and stirred for two hours. The mixture was diluted with dichloromethane (200 mL) and washed with saturated aqueous sodium bicarbonate (2×150 mL). The combined aqueous fractions were extracted with dichloromethane (100 mL), and the combined organic fractions were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to provide 14.5 g of ethyl 4-(3-nitro[1,5]naphthyridin-4-ylamino)butanoate as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08697873B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-cbbbd970080d40cb80408bfe7dc28fc0 |
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| Source note | uspto-grants-2014_04 |
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