Trifluoroacetic acid → HCID 178487965, Verbindung

HRID 2279294Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2279294
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[N:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[N:16]=[CH:15][C:14]([O:20][CH2:21][CH2:22][C@H:23]1[CH2:28][CH2:27][C@H:26]([NH:29]C(=O)O)[CH2:25][CH2:24]1)=[CH:13]2>ClCCl>[CH3:8][O:9][C:10]1[N:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[N:16]=[CH:15][C:14]([O:20][CH2:21][CH2:22][C@H:23]1[CH2:24][CH2:25][C@H:26]([NH2:29])[CH2:27][CH2:28]1)=[CH:13]2

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 178487967HCID 178487967, Verbindung

Produkt 1

HCID 178487965HCID 178487965, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Trifluoroacetic acid (6.33 mL, 82.2 mmol, 20 eq) is added at room temperature to a stirred solution of {trans-4-[2-(6-methoxy-[1,5]naphthyridin-3-yloxy)-ethyl]-cyclohexyl}-carbamic acid tort-butyl ester (1.65 g, 4.11 mmol, 1.0 eq) in dichloromethane (100 mL). After 2 hours stirring at room temperature, the reaction mixture is partitioned between saturated sodium hydrogen carbonate aqueous solution and dichloromethane and the pH value is about 10. The combined organic layers are dried over sodium sulfate and concentrated to afford trans-4-[2-(6-methoxy-[1,5]naphthyridin-3-yloxy)-ethyl]-cyclohexylamine as a yellow solid (1.24 g, 95% yield).

Aufarbeitung

  1. customthe reaction mixture is partitioned between saturated sodium hydrogen carbonate aqueous solution and dichloromethane
  2. dry with materialThe combined organic layers are dried over sodium sulfate
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-d4d79f3af16c450fa8225e12e5e93d2c
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09133219B2

Notizen zur Reaktion

Wird geladen…