Acetic Acid → HCID 57411216, Verbindung

HRID 623907Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 623907
[CH:1]1([CH2:4][C:5]2[NH:9][C:8]([C:10]3[CH:15]=[CH:14][C:13]([C:16]4[C:17]([CH3:31])=[CH:18][C:19]([O:22][CH2:23][C:24]([CH3:30])([CH3:29])[C:25]([O:27]C)=[O:26])=[N:20][CH:21]=4)=[CH:12][C:11]=3[F:32])=[N:7][CH:6]=2)[CH2:3][CH2:2]1.[OH-].[Na+].O.C(O)(=O)C>O1CCCC1.CO>[CH:1]1([CH2:4][C:5]2[NH:9][C:8]([C:10]3[CH:15]=[CH:14][C:13]([C:16]4[C:17]([CH3:31])=[CH:18][C:19]([O:22][CH2:23][C:24]([CH3:29])([CH3:30])[C:25]([OH:27])=[O:26])=[N:20][CH:21]=4)=[CH:12][C:11]=3[F:32])=[N:7][CH:6]=2)[CH2:2][CH2:3]1

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 67975334HCID 67975334, Verbindung

Produkt 1

HCID 57411216HCID 57411216, VerbindungAusbeute 141,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

In tetrahydrofuran (10 mL) and methanol (10 mL) was dissolved methyl 3-[(5-{4-[5-(cyclopropylmethyl)-1H-imidazol-2-yl]-3-fluorophenyl}-4-methylpyridin-2-yl)oxy]-2,2-dimethylpropanoate (247 mg), and after adding 2N aqueous sodium hydroxide solution (2.8 mL) to the solution, the resulting mixture was stirred at 50° C. for 7 hours. Water and acetic acid were added to the residue obtained by concentrating the reaction mixture under reduced pressure. The precipitated solid was collected by filtration, washed with water and dried to obtain 3-[(5-{4-[5-(cyclopropylmethyl)-1H-imidazol-2-yl]-3-fluorophenyl}-4-methylpyridin-2-yl)oxy]-2,2-dimethylpropanoic acid (339 mg).

Aufarbeitung

  1. customobtained
  2. concentrationby concentrating the reaction mixture under reduced pressure
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-eb8ec26f993e4127b0a2fc34aec63d95
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09302996B2

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