Nitrogen → 2-(3-Acetyl-pyrazol-1-ylmethyl)-oxazole-4-carboxylic acid

HRID 1189391Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1189391
N#N.C([O:5][C:6]([C:8]1[N:9]=[C:10]([CH2:13][N:14]2[CH:18]=[CH:17][C:16]([C:19](=[O:21])[CH3:20])=[N:15]2)[O:11][CH:12]=1)=[O:7])C.[OH-].[Na+]>C1COCC1.Cl>[C:19]([C:16]1[CH:17]=[CH:18][N:14]([CH2:13][C:10]2[O:11][CH:12]=[C:8]([C:6]([OH:7])=[O:5])[N:9]=2)[N:15]=1)(=[O:21])[CH3:20]

Komponenten

6

Edukt 3

HCID 947NitrogenHCID 14798Sodium HydroxideHCID 671284172-(3-Acetyl-pyrazol-1-ylmethyl)-oxazole-4-carboxylic acid ethyl ester

Produkt 1

HCID 671287672-(3-Acetyl-pyrazol-1-ylmethyl)-oxazole-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 2-(3-acetyl-pyrazol-1-ylmethyl)-oxazole-4-carboxylic acid ethyl ester (137 mg, 0.52 mmol) in THF (5.0 mL) was treated at rt with 1N NaOH (2.5 mL, 2.5 mmol) and the reaction mixture was stirred for 3 h at rt. The reaction mixture was poured in 1N HCl (23 mL) and extracted with EA (50 mL). The org. extracts were dried over MgSO4, filtered, and the solvent was removed under reduced pressure to give the crude 2-(3-acetyl-pyrazol-1-ylmethyl)-oxazole-4-carboxylic acid as a deep brown foam. LC-MS-conditions 02: tR=0.64 min, [M+H]+=236.13.

Aufarbeitung

  1. extractionextracted with EA (50 mL)
  2. dry with materialextracts were dried over MgSO4
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c845448f96bc494880a3c51bdb5455ab
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08674111B2

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