Diisopropylethylamine → HCID 178517877, Verbindung

HRID 75424

Reaktionsgleichung

Reaktionsgleichung von HRID 75424
[CH:1]12[O:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][N:3]([C:9]1[CH:14]=[C:13](Cl)[N:12]=[C:11]([OH:16])[N:10]=1)[CH2:2]2.Cl.[CH:18]12[O:25][CH:22]([CH2:23][CH2:24]1)[CH2:21][NH:20][CH2:19]2.CCN(C(C)C)C(C)C>CO>[CH:1]12[O:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][N:3]([C:9]1[CH:14]=[C:13]([N:20]3[CH2:19][CH:18]4[O:25][CH:22]([CH2:23][CH2:24]4)[CH2:21]3)[N:12]=[C:11]([OH:16])[N:10]=1)[CH2:2]2

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 219835368-Oxa-3-aza-bicyclo(3.2.1)octane hydrochlorideHCID 178517808HCID 178517808, Verbindung

Produkt 1

HCID 178517877HCID 178517877, VerbindungAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

In a 2-5 mL microwave vial was placed 4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-chloropyrimidin-2-ol (26, 50 mg, 0.207 mmol) in MeOH (2.5 ml) to give a colorless solution. 8-Oxa-3-azabicyclo[3.2.1]octane, HCl (2, 61.9 mg, 0.414 mmol) and DIPEA (0.217 ml, 1.241 mmol) were added. The reaction was heated under microwave irradiation at 140° C. for 30 min. Silica gel was added and the solvents were removed under reduced pressure. The mixture was purified by HPLC, using NH4OH buffers (Waters semi-prep LCMS) to give the title compound (27.4 mg, 42%) as a white solid.

Aufarbeitung

  1. customto give a colorless solution
  2. additionSilica gel was added
  3. customthe solvents were removed under reduced pressure
  4. customThe mixture was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-e220fe307ee84ad9acb72abc4883febd
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835429B2

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