Morpholine → 1-(Pyrazin-2-YL)cyclopropan-1-amine

HRID 1040477Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1040477
C(OC(=O)[NH:6][C:7]1([C:10]2[CH:15]=[N:14][CH:13]=[CH:12][N:11]=2)[CH2:9][CH2:8]1)C=C.N1CCOCC1>C1COCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[N:11]1[CH:12]=[CH:13][N:14]=[CH:15][C:10]=1[C:7]1([NH2:6])[CH2:9][CH2:8]1

Komponenten

5

Edukt 2

HCID 8083MorpholineHCID 58431049HCID 58431049, Verbindung

Produkt 1

HCID 584310771-(Pyrazin-2-YL)cyclopropan-1-amineAusbeute 14,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of (1-Pyrazin-2-yl-cyclopropyl)-carbamic acid allyl ester (67 mg, 0.31 mmol) and morpholine (0.31 mL, 3.1 mmol) in THF (3 mL) was added Pd(PPh3)4 (27 mg, 0.02 mmol) and the yellow mixture was stirred at 50° C. for 3 h. The solvent was removed under a stream of N2 and the residue was purified by flash chromatography (silica, 4→7% MeOH/CH2Cl2) to give 6 mg of the title compound as an orange oil, m/z 136.04 [M+1]+.

Aufarbeitung

  1. customThe solvent was removed under a stream of N2
  2. customthe residue was purified by flash chromatography (silica, 4→7% MeOH/CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-29d9822820974a11b891301e874e7b48
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552205B2

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