Methyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate → 2-{[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-2-propyl-pentanoic acid tert-butyl ester

HRID 1480954Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1480954
CO[C:3]([C:5]1[N:6]=[C:7]([C:23]#[N:24])[C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH:9]=2)=[O:4].[C:25]([O:29][C:30](=[O:40])[C:31]([CH2:38][NH2:39])([CH2:35][CH2:36][CH3:37])[CH2:32][CH2:33][CH3:34])([CH3:28])([CH3:27])[CH3:26]>CO>[C:25]([O:29][C:30](=[O:40])[C:31]([CH2:38][NH:39][C:3]([C:5]1[N:6]=[C:7]([C:23]#[N:24])[C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([O:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[CH:9]=2)=[O:4])([CH2:35][CH2:36][CH3:37])[CH2:32][CH2:33][CH3:34])([CH3:26])([CH3:28])[CH3:27]

Komponenten

4

Edukt 2

HCID 89812860Methyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 89812951Tert-butyl 2-(aminomethyl)-2-propylpentanoate

Produkt 1

HCID 898129762-{[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-2-propyl-pentanoic acid tert-butyl esterAusbeute 82,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (135 mg) and 2-aminomethyl-2-propyl-pentanoic acid tert-butyl ester (193 mg) in MeOH (2 mL) was microwaved at 120° C. for 2 h. The mixture was cooled, concentrated with HOAc (0.02 mL), the residue was directly column purified to give the desired product (180 mg). LC MS ESI+: 518 (M+1)+.

Aufarbeitung

  1. customwas microwaved at 120° C. for 2 h
  2. temperatureThe mixture was cooled
  3. concentrationconcentrated with HOAc (0.02 mL)
  4. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-ae5750e135864fc9ab22287687b43f03
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09409892B2

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