Ammonium formate → HCID 59312310, Verbindung

HRID 2077039Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2077039
[CH2:1]([C:8]1[N:9]=[C:10]([O:26][CH3:27])[C:11]2[CH2:17][CH2:16][N:15](CC3C=CC=CC=3)[CH2:14][CH2:13][C:12]=2[N:25]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])=O.[NH4+]>CO.[Pd]>[CH2:1]([C:8]1[N:9]=[C:10]([O:26][CH3:27])[C:11]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13][C:12]=2[N:25]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 59312304HCID 59312304, Verbindung

Produkt 1

HCID 59312310HCID 59312310, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

2,7-Dibenzyl-4-methoxy-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepine of Preparation 38, Step C, (75 mg, 0.2 mmol) was dissolved in 10 ml of methanol and ammonium formate (66 mg, 1.04 mmol) and 10% palladium on carbon (20 mg) was added. The reaction was refluxed under nitrogen for 2 h. The reaction mixture was filtered through Arbocel and concentrated in vacuo. The residue was purified by column chromatography on Biotage 40S cartridge, eluting with DCM:MeOH:0.880NH3 (95:5:0.5 to 90:10:1), to afford the title compound as a colourless oil in 100% yield, 56 mg.

Aufarbeitung

  1. temperatureThe reaction was refluxed under nitrogen for 2 h
  2. filtrationThe reaction mixture was filtered through Arbocel
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by column chromatography on Biotage 40S cartridge
  5. washeluting with DCM

Quellen und Nachweise

ORD-Eintrag
ord-db7fd64af13c49be9c05c3848b356e44
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07928099B2

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