Hydrochloric Acid → (S)-3-(4-Aminomethyl-3-fluoro-phenoxy)-2-methyl-propionic acid methyl ester hydrochloride

HRID 350994Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 350994
[CH3:1][O:2][C:3](=[O:17])[C@@H:4]([CH3:16])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[N:14])=[C:9]([F:15])[CH:8]=1.[H][H].[ClH:20]>CO.[OH-].[OH-].[Pd+2]>[ClH:20].[CH3:1][O:2][C:3](=[O:17])[C@@H:4]([CH3:16])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH2:14])=[C:9]([F:15])[CH:8]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 60128036(S)-3-(4-Cyano-3-fluoro-phenoxy)-2-methyl-propionic acid methyl esterHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 69422731(S)-3-(4-Aminomethyl-3-fluoro-phenoxy)-2-methyl-propionic acid methyl ester hydrochlorideAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

(S)-3-(4-Cyano-3-fluoro-phenoxy)-2-methyl-propionic acid methyl ester (0.14 g) was shaken on a Parr shaker under 50 psi hydrogen for 16 h, using palladium hydroxide on carbon (0.01 g, 30% Pd by wt) in anhydrous methanol (20 mL) and concentrated hydrochloric acid (0.5 mL). The reaction mixture was filtered through sintered glass, and solvents removed in vacuo to afford 0.18 g of a white solid (95% yield).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through sintered glass, and solvents
  2. customremoved in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d8bdbe1ee6db45c0b3d46ed5b371472b
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07183293B2

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