Trifluoroacetic acid → [2-(4-fluoro-3-methoxyphenyl)-4-oxo-6-(3,6,6-trimethylperhydro-1,4-diazepin-1-yl)-4H-quinazolin-3-yl]acetic acid

HRID 1161858Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1161858
C([O:5][C:6](=[O:38])[CH2:7][N:8]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([N:19]3[CH2:25][C:24]([CH3:27])([CH3:26])[CH2:23][NH:22][CH:21]([CH3:28])[CH2:20]3)[CH:15]=2)[N:10]=[C:9]1[C:29]1[CH:34]=[CH:33][C:32]([F:35])=[C:31]([O:36][CH3:37])[CH:30]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:35][C:32]1[CH:33]=[CH:34][C:29]([C:9]2[N:8]([CH2:7][C:6]([OH:38])=[O:5])[C:17](=[O:18])[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([N:19]4[CH2:25][C:24]([CH3:27])([CH3:26])[CH2:23][NH:22][CH:21]([CH3:28])[CH2:20]4)[CH:15]=3)[N:10]=2)=[CH:30][C:31]=1[O:36][CH3:37]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 59519067[2-(4-fluoro-3-methoxyphenyl)-4-oxo-6-(3,6,6-trimethylperhydro-1,4-diazepin-1-yl)-4H-quinazolin-3-yl]acetic acid tert-butyl ester

Produkt 1

HCID 59518983[2-(4-fluoro-3-methoxyphenyl)-4-oxo-6-(3,6,6-trimethylperhydro-1,4-diazepin-1-yl)-4H-quinazolin-3-yl]acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

[2-(4-Fluoro-3-methoxyphenyl)-4-oxo-6-(3,6,6-trimethylperhydro-1,4-diazepin-1-yl)-4H-quinazolin-3-yl]acetic acid tert-butyl ester (INTERMEDIATE VII.12) (160 mg, 0.305 mmol) was dissolved in DCM (10 mL) and TFA (3 mL) added. The reaction mixture was stirred at room temperature overnight. Crude reaction mixture was poured directly onto an SCX cartridge, the cartridge was washed with MeOH and product eluted with 2N NH3/MeOH. Solvent was removed under reduced pressure to afford [2-(4-fluoro-3-methoxyphenyl)-4-oxo-6-(3,6,6-trimethylperhydro-1,4-diazepin-1-yl)-4H-quinazolin-3-yl]acetic acid (INTERMEDIATE IX.1) which was used without further purification.

Aufarbeitung

  1. customCrude reaction mixture
  2. additionwas poured directly onto an SCX cartridge
  3. washthe cartridge was washed with MeOH and product
  4. washeluted with 2N NH3/MeOH
  5. customSolvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-55753ce38ae1404ea18bf79cfcbe18b4
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07820649B2

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