Ethanol → HCID 11360072, Verbindung

HRID 2060515Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2060515
C[O:2][C:3](=[O:25])[CH2:4][NH:5][C:6]([C:8]1[N:9]=[C:10](Cl)[C:11]2[C:16]([C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:7].[OH-].[K+].[CH3:28][CH2:29][OH:30]>>[CH2:29]([O:30][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[C:8]([C:6]([NH:5][CH2:4][C:3]([OH:2])=[O:25])=[O:7])[N:9]=1)[CH3:28]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 86014604HCID 86014604, Verbindung

Produkt 1

HCID 11360072HCID 11360072, Verbindung

Versuchsvorschrift

A mixture of [(1-Chloro-4-phenyl-isoquinoline-3-carbonyl)-amino]-acetic acid methyl ester (177 mg, 0.5 mmol), KOH (325 mg, 5 mmol) and EtOH (10 ml) was stirred at ambient temperature for 90 min before the solvent was evaporated in vacuo. The residue was dissolved in water (10 ml). The solution was acidified by addition of concentrated aqueous HCl and extracted with EtOAc (2×15 ml). The combined organic phases were dried over MgSO4 and concentrated in vacuo to give the title compound as a slightly yellowish solid (169 mg); MS-(+)-ion: M+1=351.0.

Aufarbeitung

  1. customwas evaporated in vacuo
  2. dissolutionThe residue was dissolved in water (10 ml)
  3. additionThe solution was acidified by addition of concentrated aqueous HCl
  4. extractionextracted with EtOAc (2×15 ml)
  5. dry with materialThe combined organic phases were dried over MgSO4
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ca8c81dfbedb4fb0a8ae29308277d9d5
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08278325B2

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