Potassium Hydroxide → [(1-Chloro-4-methoxy-isoquinoline-3-carbonyl)-amino]-acetic acid

HRID 1406199

Reaktionsgleichung

Reaktionsgleichung von HRID 1406199
C[O:2][C:3](=[O:21])[CH2:4][NH:5][C:6]([C:8]1[N:9]=[C:10]([Cl:20])[C:11]2[C:16]([C:17]=1[O:18][CH3:19])=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7].[OH-].[K+]>CCO>[Cl:20][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:17]([O:18][CH3:19])=[C:8]([C:6]([NH:5][CH2:4][C:3]([OH:21])=[O:2])=[O:7])[N:9]=1

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 86014583[(1-Chloro-4-methoxy-isoquinoline-3-carbonyl)-amino]-acetic acid methyl ester

Produkt 1

HCID 11737975[(1-Chloro-4-methoxy-isoquinoline-3-carbonyl)-amino]-acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of [(1-chloro-4-methoxy-isoquinoline-3-carbonyl)-amino]-acetic acid methyl ester (21 mg, 0.07 mmol), KOH (23 mg, 0.35 mmol) and EtOH (1 ml) was stirred at ambient temperature for 3 h. Then the solvent was evaporated in vacuo. The residue was dissolved in water (2 ml) and the pH of the solution was adjusted to 2-3 by the addition of aqueous 1N HCl. The mixture was extracted with EtOAc (4×10 ml). The combined org. phases were dried over MgSO4 and evaporated in vacuo to give the title compound as a slightly yellowish solid (18 mg); MS-(+)-ion: M+1=295.0.

Aufarbeitung

  1. customThen the solvent was evaporated in vacuo
  2. dissolutionThe residue was dissolved in water (2 ml)
  3. additionthe pH of the solution was adjusted to 2-3 by the addition of aqueous 1N HCl
  4. extractionThe mixture was extracted with EtOAc (4×10 ml)
  5. dry with materialphases were dried over MgSO4
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b24472da6fca4622889e8d3bc87c96be
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08916585B2

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