Ethyl 1-(6-{2-[(4-methoxyphenyl)ethynyl]phenyl}pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate → Ethyl 1-(6-{2-[2-(4-methoxyphenyl)ethyl]phenyl}pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

HRID 1255209Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1255209
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]#[C:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]2[N:22]=[C:21]([N:23]3[C:27]([C:28]([F:31])([F:30])[F:29])=[C:26]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:25]=[N:24]3)[CH:20]=[CH:19][CH:18]=2)=[CH:5][CH:4]=1.[H][H]>CCOC(C)=O.CCO.[Pt](=O)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]2[N:22]=[C:21]([N:23]3[C:27]([C:28]([F:31])([F:29])[F:30])=[C:26]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:25]=[N:24]3)[CH:20]=[CH:19][CH:18]=2)=[CH:5][CH:4]=1

Komponenten

6

Edukt 2

HCID 67158916Ethyl 1-(6-{2-[(4-methoxyphenyl)ethynyl]phenyl}pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 67159519Ethyl 1-(6-{2-[2-(4-methoxyphenyl)ethyl]phenyl}pyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a degassed solution of the title compound from Example 236 Step A (255 mg, 0.519 mmol) in EtOAc (3 mL) and EtOH (3 mL) was added platinum(IV) oxide (175 mg). The reaction mixture was fitted with a hydrogen balloon attached to a 3-way adapter. The reaction flask was then evacuated and back-filled with hydrogen. After this process was repeated three times, the reaction mixture was placed under a hydrogen atmosphere, and was stirred vigorously. After 2 h, the reaction mixture was filtered through Celite, rinsing with EtOAc. The mixture was then concentrated in vacuo, and used without further purification: LCMS m/z 496.2 [M+H]+.

Aufarbeitung

  1. customattached to a 3-way adapter
  2. customThe reaction flask was then evacuated
  3. additionback-filled with hydrogen
  4. filtrationthe reaction mixture was filtered through Celite
  5. washrinsing with EtOAc
  6. concentrationThe mixture was then concentrated in vacuo
  7. customused without further purification

Quellen und Nachweise

ORD-Eintrag
ord-07c6d2b3e7574c7bb0f0657072d63a3c
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08455638B2

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