Sodium Hydroxide → (5S,7S)-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnolin-5-ol

HRID 229725

Reaktionsgleichung

Reaktionsgleichung von HRID 229725
C(OC(N[C@@H](C([O:19][C@H:20]1[CH2:29][C@@H:28]([CH3:30])[CH2:27][C:26]2[N:25]=[N:24][C:23]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:40])([F:39])[F:38])[CH:32]=3)=[CH:22][C:21]1=2)=O)CC1C=CC=CC=1)=O)(C)(C)C.[OH-].[Na+]>CO>[CH3:30][C@H:28]1[CH2:27][C:26]2[N:25]=[N:24][C:23]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([F:40])([F:39])[F:38])[CH:32]=3)=[CH:22][C:21]=2[C@@H:20]([OH:19])[CH2:29]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 68840988(5S,7S)-5-(N-(tert-butoxycarbonyl)-D-phenylalanyl)oxy-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnoline

Produkt 1

HCID 68840114(5S,7S)-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnolin-5-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

To a methanol solution (1.2 L) of (5S,7S)-5-(N-(tert-butoxycarbinyl)-D-phenylalanyl)oxy-7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnoline (280 g, 0.5 mol) obtained in Example 54 was added a 1N NaOH aqueous solution (0.6 L) at room temperature, followed by reaction at 40° C. over night. The reaction liquid was cooled to 10° C., followed by adding distilled water (1.8 L), stirring under suspension for 4 hours and filtering crystal to obtain the titled compound. Thus obtained compound was the same one obtained in Example 10.

Aufarbeitung

  1. customfollowed by reaction at 40° C. over night
  2. customThe reaction liquid
  3. additionby adding
  4. distillationdistilled water (1.8 L)
  5. filtrationfiltering crystal

Quellen und Nachweise

ORD-Eintrag
ord-801562d4ce6448668b025b6a9a66824e
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07563893B2

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