Potassium Carbonate → 2-[2-(3-Methoxy-propenyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid ethyl ester

HRID 1047841Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1047841
[CH2:1]([O:3][C:4]([C:6]1([NH:15][C:16](=[O:25])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:18]=2I)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])[CH3:2].[CH3:26][O:27][CH2:28][CH:29]=[CH:30]B(O)O.C([O-])([O-])=O.[K+].[K+]>CCO.[Pd]>[CH2:1]([O:3][C:4]([C:6]1([NH:15][C:16](=[O:25])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:18]=2[CH:30]=[CH:29][CH2:28][O:27][CH3:26])[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])[CH3:2]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 51163423-Methoxy-1-propenylboronic acidHCID 593141532-(2-Iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester

Produkt 1

HCID 685889372-[2-(3-Methoxy-propenyl)-3-methyl-benzoylamino]-indan-2-carboxylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysator2×HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2-(2-Iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (400 mg, 0.89 mmol) and 3-methoxy-1-propenylboronic acid (206 mg, 1.78 mmol) in 10 mL EtOH/10 mL dioxane is added palladium anchored homogeneous catalyst, FibreCatPd(0), (4.84% Pd, 195 mg, 0.089 mmol) and 2M aqueous solution of K2SO4 (1.78 mL, 3.56 mmol). The resulting reaction mixture is covered with argon and run in a microwave reaction: 110° C., 4 h. After concentration in vacuo, the residue is purified by HPLC to give the product (220) as pale yellow oil.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. customrun in a microwave reaction
  3. custom110° C., 4 h
  4. concentrationAfter concentration in vacuo
  5. customthe residue is purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-381ff6b53dda4e3588a516e84e76345f
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569535B2

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