Water → HCID 67334872, Verbindung

HRID 1669841Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1669841
C1([C:7]2[N:11]([C:12]3[CH:17]=[CH:16][C:15]([O:18][C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=3)[N:10]=[CH:9][C:8]=2[CH2:23][C:24]2[CH:31]=[CH:30][C:27]([C:28]#N)=[CH:26][CH:25]=2)CCCCC1.[OH2:32].[OH-:33].[K+]>C(O)C>[CH2:12]1[CH2:17][CH:16]([CH:23]([C:24]2[CH:31]=[CH:30][C:27]([C:28]([OH:33])=[O:32])=[CH:26][CH:25]=2)[C:8]2[CH:9]=[N:10][N:11]([C:12]3[CH:13]=[CH:14][C:15]([O:18][C:19]([F:22])([F:20])[F:21])=[CH:16][CH:17]=3)[CH:7]=2)[CH2:15][CH2:14][CH2:13]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 67335137HCID 67335137, Verbindung

Produkt 1

HCID 67334872HCID 67334872, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a hot solution of 0.73 g 4-({5-cyclohexyl-1-[4-(trifluoromethoxy)phenyl]-1H-pyrazol-4-yl}methyl)benzonitrile From Step E above in 15 mL ethanol and 6 mL water was added 1.11 g potassium hydroxide. The resulting solution was refluxed under nitrogen over night. The solvents were removed under reduced pressure. The residue was re-suspended in 10 mL water and acidified with 9.0 mL 2 N HCl. The resulting solid was filtered, washed with water, and dried to give the title compound as a white solid. 1H NMR (CD3OD, 500 MHz) δ 7.95 (d, J=8.2 Hz, 2H), 7.48˜7.50 (m, 2H), 7.45 (d, J=8.6 Hz, 2H), 7.36 (s, 1H), 7.32 (d, J=8.2 Hz, 2H), 4.06 (s, 2H), 2.66 (tt, J=3.0 & 12.7 Hz, 1H), 1.69˜1.73 (m, 4H), 1.53˜1.64 (m, 3H), 1.09˜1.19 (m, 3H). LC-MS: 2.29 min. (M+H=445.2).

Aufarbeitung

  1. temperatureThe resulting solution was refluxed under nitrogen over night
  2. customThe solvents were removed under reduced pressure
  3. filtrationThe resulting solid was filtered
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2622226468db40eda3d4d3aa1763db79
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989475B2

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