Acetic Anhydride → Methyl 2-[5-acetamido-3-(3-pyridyl)pyrazol-1-yl]acetate

HRID 588592Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 588592
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][C:9]1[N:13]([CH2:14][C:15]([O:17][CH3:18])=[O:16])[N:12]=[C:11]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)[CH:10]=1>N1C=CC=CC=1>[C:1]([NH:8][C:9]1[N:13]([CH2:14][C:15]([O:17][CH3:18])=[O:16])[N:12]=[C:11]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)[CH:10]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 86717291Methyl 2-[5-amino-3-(3-pyridyl)pyrazol-1-yl]acetate

Produkt 1

HCID 86717292Methyl 2-[5-acetamido-3-(3-pyridyl)pyrazol-1-yl]acetateAusbeute 71,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Acetic anhydride (431 μL, 4.4 mmol) was added dropwise to a solution of methyl 2-[5-amino-3-(3-pyridyl)pyrazol-1-yl]acetate (510 mg, 2.2 mmol) in pyridine (1.7 mL) at 0° C. under an atmosphere of nitrogen. Upon complete addition, the reaction mixture was warmed to room temperature and stirred for 16 h. The reaction mixture was filtered and the solid was washed with diethyl ether to provide the title compound as a white solid (430 mg).

Aufarbeitung

  1. additionUpon complete addition
  2. filtrationThe reaction mixture was filtered
  3. washthe solid was washed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-1cee3b9b3d5d4ef6a26a29876c158321
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09227976B2

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