Pyridine → 1-benzyl-N-[4-(1-methylethoxy)phenyl]-1H-pyrazol-5-amine

HRID 1688812Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1688812
[CH2:1]([N:8]1[C:12]([NH2:13])=[CH:11][CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([C:17]1[CH:22]=[CH:21][C:20]([O:23]B(O)O)=[CH:19][CH:18]=1)(C)C.N1C=C[CH:30]=[CH:29][CH:28]=1>O1CCCC1.C(OCC)(=O)C.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH2:1]([N:8]1[C:12]([NH:13][C:17]2[CH:18]=[CH:19][C:20]([O:23][CH:29]([CH3:30])[CH3:28])=[CH:21][CH:22]=2)=[CH:11][CH:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

7

Edukt 3

HCID 1049PyridineHCID 770611-Benzyl-1H-pyrazol-5-amineHCID 537142394-Isopropylphenylboric acid

Produkt 1

HCID 670098001-benzyl-N-[4-(1-methylethoxy)phenyl]-1H-pyrazol-5-amineAusbeute 26 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 8895Cupric acetateKatalysatorHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A suspension of 1-benzyl-1H-pyrazol-5-amine (1.7 g), 4-isopropylphenylboric acid (2.0 g), copper acetate (1.8 g), pyridine (4.0 mL) and molecular sieves 4A (4 g) in tetrahydrofuran (50 mL) was stirred for 15 hr. The reaction mixture was diluted with ethyl acetate, the insoluble material was filtered off through celite, and the filtrate was concentrated. The residue was purified by silica gel column chromatography to give the title compound as a pale-yellow amorphous solid (0.80 g, 26%).

Aufarbeitung

  1. filtrationthe insoluble material was filtered off through celite
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-675ab70a2933482f8aeeb0b0f3aeb4a7
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148383B2

Notizen zur Reaktion

Wird geladen…