Acetic Anhydride → N-[3-(1H-1,3-benzodiazol-2-yl)-1H-pyrazol-4-yl]acetamide

HRID 1012053Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1012053
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[C:17]1[C:21]([NH2:22])=[CH:20][NH:19][N:18]=1>N1C=CC=CC=1>[NH:10]1[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N:8]=[C:9]1[C:17]1[C:21]([NH:22][C:5](=[O:7])[CH3:6])=[CH:20][NH:19][N:18]=1

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 178508052HCID 178508052, Verbindung

Produkt 1

HCID 178474371N-[3-(1H-1,3-benzodiazol-2-yl)-1H-pyrazol-4-yl]acetamideAusbeute 48,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Acetic anhydride (27 μl, 0.28 mmol) was added to a solution of 3-(1H-benzimidazol-2-yl)-1H-pyrazol-4-ylamine (50 mg, 0.25 mmol) in pyridine (5 ml) and the reaction mixture stirred at ambient temperature for 24 h. The mixture was reduced in vacuo and the residue purified by flash column chromatography [SiO2, EtOAc-petrol (1:2.5, 2:1)] to give N-[3-(1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-acetamide as a brown crystalline solid (29 mg, 48%). (LC/MS: Rt 1.70, [M+H]+ 241.64).

Aufarbeitung

  1. customthe residue purified by flash column chromatography [SiO2, EtOAc-petrol (1:2.5, 2:1)]

Quellen und Nachweise

ORD-Eintrag
ord-2a36719c2c0c40d7b8ede54c1a5d11b5
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977477B2

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