Cesium carbonate → HCID 59786580, Verbindung

HRID 1661481

Reaktionsgleichung

Reaktionsgleichung von HRID 1661481
I[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)[N:6]=[CH:5]2.[NH2:17][CH:18]([CH3:29])[CH:19]([C:21]1[CH:22]=[N:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)[OH:20].C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)CCC.C1(C)C=CC=CC=1.[Cu]I>[CH3:28][O:27][C:24]1[N:23]=[CH:22][C:21]([CH:19]([O:20][C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[N:7]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[N:6]=[CH:5]3)[CH:18]([NH2:17])[CH3:29])=[CH:26][CH:25]=1

Komponenten

7

Edukt 3

HCID 10796Cesium carbonateHCID 597865715-iodo-1-pyridin-3-yl-1H-indazoleHCID 59786583HCID 59786583, Verbindung

Produkt 1

HCID 59786580HCID 59786580, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 1140TolueneLösungsmittelHCID 8008ButyronitrileLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

5-Iodo-1-(3-pyridinyl)indazole (750 mg, 2.3 mmole), 2-Amino-1-[6-methoxypyridin-3-yl]propan-1-ol (410 mg, 2.2 mmol), copper(I)iodide (42 mg, 0.22 mmol) and caesium carbonate (1.45 g, 4.5 mmole) were suspended in butyronitrile (2.4 mL) and toluene (4.8 mL). The reaction vessel was capped and the mixture was stirred at 130° C. for 20 hours. Then the solvent was removed i.vac., and the product purified by chromatography on silica gel. Yield 254 mg (3 0%) as a racemic mixture of two diastereomeres.

Aufarbeitung

  1. customThe reaction vessel was capped
  2. customThen the solvent was removed i.vac
  3. custom, and the product purified by chromatography on silica gel
  4. additionYield 254 mg (3 0%) as a racemic mixture of two diastereomeres

Quellen und Nachweise

ORD-Eintrag
ord-394ddf0596ae4f78ab2d49184cb624cf
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030340B2

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