methyl (2E)-3-[2-(trifluoromethyl)-5-pyrimidinyl]-2-propenoate → Methyl 3-[2-(trifluoromethyl)-5-pyrimidinyl]propanoate

HRID 474713

Reaktionsgleichung

Reaktionsgleichung von HRID 474713
[F:1][C:2]([F:16])([F:15])[C:3]1[N:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]([O:13][CH3:14])=[O:12])=[CH:5][N:4]=1>CO.[Pd]>[F:16][C:2]([F:1])([F:15])[C:3]1[N:4]=[CH:5][C:6]([CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:7][N:8]=1

Komponenten

4

Edukt 1

HCID 21936364methyl (2E)-3-[2-(trifluoromethyl)-5-pyrimidinyl]-2-propenoate

Produkt 1

HCID 21936211Methyl 3-[2-(trifluoromethyl)-5-pyrimidinyl]propanoateAusbeute 65,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of methyl (2E)-3-[2-(trifluoromethyl)-5-pyrimidinyl]-2-propenoate (870 mg, 3.75 mmol) and Pd/C (39.9 mg, 0.375 mmol) in methanol (4 mL) was stirred at room temperature for 1 h under hydrogen. After cooling, the mixture was filtered through silica gel. The filtrate was concentrated to afford the title compound (577 mg, 2.47 mmol, 65.8% yield). LCMS: rt=2.47 min, [M+H+]=235

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered through silica gel
  3. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-587bca349fe84a28b06b158480d5c30c
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637536B2

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