Hydrazine hydrate (1:1) → 4-(4-cyclopropyl-1H-imidazol-1-yl)-N-(5-(hydrazinecarbonyl)thiophen-3-yl)picolinamide

HRID 2091615

Reaktionsgleichung

Reaktionsgleichung von HRID 2091615
[CH:1]1([C:4]2[N:5]=[CH:6][N:7]([C:9]3[CH:14]=[CH:13][N:12]=[C:11]([C:15]([NH:17][C:18]4[CH:19]=[C:20]([C:23](OC)=[O:24])[S:21][CH:22]=4)=[O:16])[CH:10]=3)[CH:8]=2)[CH2:3][CH2:2]1.O.[NH2:28][NH2:29]>C(O)C>[CH:1]1([C:4]2[N:5]=[CH:6][N:7]([C:9]3[CH:14]=[CH:13][N:12]=[C:11]([C:15]([NH:17][C:18]4[CH:19]=[C:20]([C:23]([NH:28][NH2:29])=[O:24])[S:21][CH:22]=4)=[O:16])[CH:10]=3)[CH:8]=2)[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 58035644methyl 4-(4-(4-cyclopropyl-1H-imidazol-1-yl)picolinamido)thiophene-2-carboxylate

Produkt 1

HCID 580356454-(4-cyclopropyl-1H-imidazol-1-yl)-N-(5-(hydrazinecarbonyl)thiophen-3-yl)picolinamideAusbeute 103,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Methyl 4-(4-(4-cyclopropyl-1H-imidazol-1-yl)picolinamido)thiophene-2-carboxylate (380 mg, 1.0 mmol) was dissolved in ethanol, hydrazine hydrate (0.26 mL, 5.2 mmol) was added, and the reaction was refluxed overnight. The solvent was removed under reduced pressure, and the solids were suspended in acetonitrile and filtered to afford 380 mg of 4-(4-cyclopropyl-1H-imidazol-1-yl)-N-(5-(hydrazinecarbonyl)thiophen-3-yl)picolinamide as a white solid. M+1=369.1

Aufarbeitung

  1. temperaturethe reaction was refluxed overnight
  2. customThe solvent was removed under reduced pressure
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-8e94bcac882e46f39e04ba94b747e4e3
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08440665B2

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