Dichloromethane → (E)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylic Acid Hydrochloride
Reaktionsgleichung
[OH-].[Na+].CN1CC[C:7]2([CH2:18][C:17]3[C:12](=[N:13][CH:14]=[C:15](/[CH:19]=[CH:20]/[C:21]([O:23]CC)=[O:22])[CH:16]=3)[NH:11][C:10]2=[O:26])CC1.[Cl:27]CCl>C(O)C>[ClH:27].[O:26]=[C:10]1[NH:11][C:12]2[N:13]=[CH:14][C:15](/[CH:19]=[CH:20]/[C:21]([OH:23])=[O:22])=[CH:16][C:17]=2[CH2:18][CH2:7]1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 45 °C
Versuchsvorschrift
An aqueous solution of sodium hydroxide (1N, 7.83 mL) was added to a solution of (E)-ethyl 3-(1′-methyl-2-oxo-2,4-dihydro-1H-spiro[[1,8]naphthyridine-3,4′-piperidine]-6-yl)acrylate (860 mg, 2.61 mmol) in a mixture of dichloromethane (10 mL) and ethanol (10 mL) at room temperature. The reaction mixture was stirred at 45° C. overnight then concentrated to dryness. The residue was acidified by addition of an aqueous solution of hydrochloric acid (1N, 30 mL) until pH 1. The resulting solid was filtered and washed with water and diethyl ether. The title product was obtained as a white solid (586 mg, 66%).
Aufarbeitung
- concentrationthen concentrated to dryness
- additionThe residue was acidified by addition of an aqueous solution of hydrochloric acid (1N, 30 mL) until pH 1
- filtrationThe resulting solid was filtered
- washwashed with water and diethyl ether
Quellen und Nachweise
- ORD-Eintrag
- ord-85f5005b038c4cd78e18e59ada939277
- Quelldatensatz
- uspto-grants-2014_09
- Patentnummer
- US08846711B2
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