benzyl 2-chloro-4-[5-chloro-4-(2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-pyrimidin-2-ylamino]-5-methoxy-benzoate → 2-chloro-4-[5-chloro-4-(2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-pyrimidin-2-ylamino]-5-methoxy-benzoic acid

HRID 81356Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 81356
[Cl:1][C:2]1[CH:17]=[C:16]([NH:18][C:19]2[N:24]=[C:23]([O:25][C:26]3[CH:34]=[CH:33][CH:32]=[C:31]4[C:27]=3[C:28](=[O:36])[N:29]([CH3:35])[CH2:30]4)[C:22]([Cl:37])=[CH:21][N:20]=2)[C:15]([O:38][CH3:39])=[CH:14][C:3]=1[C:4]([O:6]CC1C=CC=CC=1)=[O:5]>C1COCC1.C(#N)C.[OH-].[OH-].[Pd+2]>[Cl:1][C:2]1[CH:17]=[C:16]([NH:18][C:19]2[N:24]=[C:23]([O:25][C:26]3[CH:34]=[CH:33][CH:32]=[C:31]4[C:27]=3[C:28](=[O:36])[N:29]([CH3:35])[CH2:30]4)[C:22]([Cl:37])=[CH:21][N:20]=2)[C:15]([O:38][CH3:39])=[CH:14][C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

5

Edukt 1

HCID 58522534benzyl 2-chloro-4-[5-chloro-4-(2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-pyrimidin-2-ylamino]-5-methoxy-benzoate

Produkt 1

HCID 585226292-chloro-4-[5-chloro-4-(2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-pyrimidin-2-ylamino]-5-methoxy-benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 9942167Palladium hydroxideKatalysatorHCID 6342AcetonitrileLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Benzyl 2-chloro-4-[5-chloro-4-(2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-pyrimidin-2-ylamino]-5-methoxy-benzoate (75 mg) is dissolved in THF (150 mL), Pd(OH)2 (0.01 g) is added and the mixture is stirred for 2 h under H2 gas. For working up the mixture is diluted with ACN (20 mL) and Isolute is added. The solvent is filtered off from the catalyst and the solvent is eliminated in vacuo.

Aufarbeitung

  1. additionis added
  2. filtrationThe solvent is filtered off from the catalyst

Quellen und Nachweise

ORD-Eintrag
ord-7583c66c6d484ecca2e2808a2873b164
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846689B2

Notizen zur Reaktion

Wird geladen…