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Pentafluorophenol → Pentafluorophenyl o-fluoro-p-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoate

HRID 1289223
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1289223
[F:1][C:2]1[CH:10]=[C:9]([NH:11][CH:12]2[C:16]3[CH:17]=[C:18]4[C:23](=[CH:24][C:15]=3[CH2:14][CH2:13]2)[N:22]=[C:21]([CH3:25])[N:20]([CH2:26][O:27][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30])[C:19]4=[O:34])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[F:35][C:36]1[C:41](O)=[C:40]([F:43])[C:39]([F:44])=[C:38]([F:45])[C:37]=1[F:46].ON1C2C=CC=CC=2N=N1>C(Cl)Cl>[F:1][C:2]1[CH:10]=[C:9]([NH:11][CH:12]2[C:16]3[CH:17]=[C:18]4[C:23](=[CH:24][C:15]=3[CH2:14][CH2:13]2)[N:22]=[C:21]([CH3:25])[N:20]([CH2:26][O:27][C:28](=[O:33])[C:29]([CH3:30])([CH3:32])[CH3:31])[C:19]4=[O:34])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][C:41]1[C:40]([F:43])=[C:39]([F:44])[C:38]([F:45])=[C:37]([F:46])[C:36]=1[F:35])=[O:5]
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Komponenten

5

Edukt 3

HCID 13041PentafluorophenolHCID 757711-HydroxybenzotriazoleHCID 19066365o-Fluoro-p-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoic acid

Produkt 1

HCID 19066345Pentafluorophenyl o-fluoro-p-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of o-fluoro-p-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]-benzoic acid (0.75 g), pentafluorophenol (1.77 g), N,N-dicyclohexylcarbodiimide (0.66 g), N-hydroxybenzotriazole (0.01 g) and methylene chloride (100 ml) was stirred at ambient temperature for 18 hours. The mixture was filtered and the filtrate was evaporated. The residue was purified by column chromatography using increasingly polar mixtures of hexane and ethyl acetate as eluant. There was thus obtained pentafluorophenyl o-fluoro-p-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoate as a gum (0.72 g);

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated
  3. customThe residue was purified by column chromatography
  4. temperatureusing increasingly polar mixtures of hexane and ethyl acetate as eluant

Quellen und Nachweise

ORD-Eintrag
ord-6be7575db97240039c67d6effab86d2c
Quelldatensatz
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05747499

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