1-(Pyrimidin-2-yl)propan-2-one → (E)-N-(1-benzhydrylazetidin-3-yl)oxy-1-pyrimidin-2-ylpropan-2-imine

HRID 2172014

Reaktionsgleichung

Reaktionsgleichung von HRID 2172014
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[CH2:7][C:8]([CH3:10])=O.[NH2:11][O:12][CH:13]1[CH2:16][N:15]([CH:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:14]1>C(O)C>[C:24]1([CH:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:15]2[CH2:16][CH:13]([O:12]/[N:11]=[C:8](\[CH3:10])/[CH2:7][C:2]3[N:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[CH2:14]2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Komponenten

4

Edukt 2

HCID 126566631-(Pyrimidin-2-yl)propan-2-oneHCID 671546883-(Aminooxy)-1-(diphenylmethyl)azetidine

Produkt 1

HCID 88941950(E)-N-(1-benzhydrylazetidin-3-yl)oxy-1-pyrimidin-2-ylpropan-2-imineAusbeute 100,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 1-pyrimidin-2-ylacetone (27 mg, 0.2 mmol; which may be prepared as described in Step 1) and 3-(aminooxy)-1-(diphenylmethyl)azetidine (51 mg, 0.2 mmol; which may be prepared as described in Step 3) in ethanol (2 mL) under nitrogen was stirred at 80° C. overnight. The crude mixture was concentrated to dryness to give the title compound (75 mg, quantitative) as a brown oil.

Aufarbeitung

  1. concentrationThe crude mixture was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-00e2ed0eeca3486fad70fadbefde5f72
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051321B2

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