Hydrochloric Acid → 6-[5-(2-Amino-ethoxy)-pyridin-3-yl]-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride

HRID 1774807Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1774807
C(OC(=O)[NH:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[N:23]([CH3:27])[C:22](=[O:28])[CH2:21][CH2:20]3)[CH:16]=1)(C)(C)C.[ClH:30].O1CCOCC1>CO>[ClH:30].[NH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[C:15]([C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[N:23]([CH3:27])[C:22](=[O:28])[CH2:21][CH2:20]3)[CH:14]=[N:13][CH:12]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 71533455{2-[5-(1-Methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-yloxy]-ethyl}-carbamic acid tert-butyl ester

Produkt 1

HCID 866791646-[5-(2-Amino-ethoxy)-pyridin-3-yl]-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochlorideAusbeute 91 %

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)-pyridin-3-yloxy]-ethyl}-carbamic acid tert-butyl ester (example 39, 0.06 g, 0.151 mmol) in MeOH (1 mL) was added 4M HCl in dioxane (0.151 mL, 0.604 mmol) and the reaction mixture was stirred at room temperature over night. The resulting suspension was filtered off and the solid material was triturated in diethyl ether, filtered off and further dried in a high vacuum to give the title compound (0.046 g, 91%) as a white solid. MS: 298.3 (M+H+).

Aufarbeitung

  1. filtrationThe resulting suspension was filtered off
  2. customthe solid material was triturated in diethyl ether
  3. filtrationfiltered off
  4. customfurther dried in a high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-2cfd5ebe07b94896afc17e8226eccecf
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09260408B2

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