Hydrochloric Acid → 6-[1-(2-Amino-ethyl)-1,2,3,4-tetrahydro-[1,7]naphthyridin-5-yl]-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride

HRID 530352Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 530352
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]1[C:19]2[C:14](=[C:15]([C:20]3[CH:21]=[C:22]4[C:27](=[CH:28][CH:29]=3)[N:26]([CH3:30])[C:25](=[O:31])[CH2:24][CH2:23]4)[CH:16]=[N:17][CH:18]=2)[CH2:13][CH2:12][CH2:11]1)(C)(C)C.[ClH:33].O1CCOCC1>CO>[ClH:33].[NH2:7][CH2:8][CH2:9][N:10]1[C:19]2[C:14](=[C:15]([C:20]3[CH:21]=[C:22]4[C:27](=[CH:28][CH:29]=3)[N:26]([CH3:30])[C:25](=[O:31])[CH2:24][CH2:23]4)[CH:16]=[N:17][CH:18]=2)[CH2:13][CH2:12][CH2:11]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 71536484{2-[5-(1-Methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-3,4-dihydro-2H-[1,7]naphthyridin-1-yl]-ethyl}-carbamic acid tert-butyl ester

Produkt 1

HCID 715364856-[1-(2-Amino-ethyl)-1,2,3,4-tetrahydro-[1,7]naphthyridin-5-yl]-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochlorideAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of {2-[5-(1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-3,4-dihydro-2H-[1,7]naphthyridin-1-yl]-ethyl}-carbamic acid tert-butyl ester (example 11, 0.06 g, 0.137 mmol) in MeOH (1 mL) was added 4M HCl in dioxane (0.137 mL, 0.550 mmol) and the reaction mixture was stirred at room temperature over night. Then, the reaction mixture was evaporated to dryness and the solid residue was triturated in diethyl ether, filtered off and further dried on the high vacuum to give the title compound (0.040 g, 70%) as an orange solid. MS: 337.3 (M+H+).

Aufarbeitung

  1. customThen, the reaction mixture was evaporated to dryness
  2. customthe solid residue was triturated in diethyl ether
  3. filtrationfiltered off
  4. customfurther dried on the high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8608147ea0bd4f0d8a3c470239f9ef9e
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09353081B2

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