Cyclohexylamine → HCID 58382222, Verbindung

HRID 1628018Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1628018
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=[C:4]2[N:13]([Si](C(C)C)(C(C)C)C(C)C)[CH:14]=[CH:15][C:3]=12.[CH:26]1([NH2:32])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1>>[CH2:11]([O:10][C:8]([C:7]1[C:2]([NH:32][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[C:3]2[CH:15]=[CH:14][NH:13][C:4]2=[N:5][CH:6]=1)=[O:9])[CH3:12]

Komponenten

3

Edukt 2

HCID 7965CyclohexylamineHCID 58382073HCID 58382073, Verbindung

Produkt 1

HCID 58382222HCID 58382222, VerbindungAusbeute 48,2 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of ethyl 4-chloro-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (1.5 g, 3.9 mmol) and cyclohexylamine (2.34 g, 23.6 mmol) was stirred at about 80° C. for about 24 h. The solvent was removed under reduced pressure. The residue was suspended in Et2O and the precipitate was collected by filtration and dried under vacuum. The solid was washed with water and dried under vacuum again to give ethyl-4-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (0.54 g, 48%): LC/MS (Table 2, Method b) Rt=2.56 min.; MS m/z: 288 (M+H)+.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. filtrationthe precipitate was collected by filtration
  3. customdried under vacuum
  4. washThe solid was washed with water
  5. customdried under vacuum again

Quellen und Nachweise

ORD-Eintrag
ord-e29aa407bd574a2fa11ef5049ccafbc9
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08785639B2

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