Trifluoroacetic acid → 2-amino-N-[(1R)-2-[4-benzyl-4-(N',N'-dimethylhydrazinocarbonyl)piperidin-1-yl]-1-((1H-indol-3-yl)methyl)-2-oxoethyl]-2-methylpropionamide

HRID 380665Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 380665
C(OC(=O)[NH:7][C:8]([C:11](=[O:45])[NH:12][CH:13]([CH2:35][C:36]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[NH:38][CH:37]=1)[C:14]([N:16]1[CH2:21][CH2:20][C:19]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:22]([NH:24][N:25]([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1)=[O:15])([CH3:10])[CH3:9])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:7][C:8]([CH3:10])([CH3:9])[C:11]([NH:12][C@H:13]([CH2:35][C:36]1[C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[NH:38][CH:37]=1)[C:14]([N:16]1[CH2:21][CH2:20][C:19]([CH2:28][C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)([C:22]([NH:24][N:25]([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1)=[O:15])=[O:45]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 69019306(1-(2-(4-benzyl-4-(N',N'-dimethylhydrazinocarbonyl)piperidine-1-yl)-1-(1H-indol-3-ylmethyl)-2-oxoethylcarbamoyl)-1-methylethyl)carbamic acid tert-butyl ester

Produkt 1

HCID 98070912-amino-N-[(1R)-2-[4-benzyl-4-(N',N'-dimethylhydrazinocarbonyl)piperidin-1-yl]-1-((1H-indol-3-yl)methyl)-2-oxoethyl]-2-methylpropionamideAusbeute 102 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (1-(2-(4-benzyl-4-(N′,N′-dimethylhydrazinocarbonyl)piperidine-1-yl)-1-(1H-indol-3-ylmethyl)-2-oxoethylcarbamoyl)-1-methylethyl)carbamic acid tert-butyl ester (0.29 g, 0.46 mmol) in methylene chloride (3 ml) at 0° C. was added trifluoroacetic acid (3 ml) and the mixture was stirred for 30 min. The mixture was quenched with ethanol (20 ml), concentrated in vacuo and stripped three times with methylene chloride to give 0.25 g of 2-amino-N-[(1R)-2-[4-benzyl-4-(N′,N′-dimethylhydrazinocarbonyl)piperidin-1-yl]-1-((1H-indol-3-yl)methyl)-2-oxoethyl]-2-methylpropionamide as a white amorphous powder.

Aufarbeitung

  1. customThe mixture was quenched with ethanol (20 ml)
  2. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0656954c24a24a38ba6c4f611897b970
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06303620B1

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