Trifluoroacetic acid → HCID 89720313, Verbindung

HRID 623990Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 623990
[CH3:1][O:2][C:3]12[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([N:6]3C(OC(C)(C)C)=O)[CH2:4]1)[CH2:10]2.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][O:2][C:3]12[CH2:4][CH:5]3[CH2:11][CH:9]([CH2:8][CH:7]([NH:6]3)[CH2:12]1)[CH2:10]2

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 89720231HCID 89720231, Verbindung

Produkt 1

HCID 89720313HCID 89720313, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a 50 mL RB flask fitted with magnetic stirrer was charged tert-butyl 5-methoxy-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate, Intermediate-17 (0.1 g, 0.037 mmol) in DCM (5 mL). Then reaction mixture was cooled to 0° C. and trifluoroacetic acid (0.22 g, 1.8 mmol) was added and stirred for 4 hours. After completion of the reaction (reaction was monitored by LCMS) reaction mixture was concentrated followed by trituration with mixture of hexane:ether (1:1) to give Intermediate-18 (0.09 g, yield=95%) as an oily mass.

Aufarbeitung

  1. customTo a 50 mL RB flask fitted with magnetic stirrer
  2. customThen reaction mixture
  3. customAfter completion of the reaction (reaction was monitored by LCMS) reaction mixture
  4. concentrationwas concentrated
  5. additionfollowed by trituration with mixture of hexane:ether (1:1)
  6. customto give Intermediate-18 (0.09 g, yield=95%) as an oily mass

Quellen und Nachweise

ORD-Eintrag
ord-546e7b81baf340cabbf0de398f19ba62
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303016B2

Notizen zur Reaktion

Wird geladen…