1-(1H-imidazole-1-carboximidoyl)-1H-imidazole → [4-(5-Amino-[1,3,4]oxadiazol-2-yl)-pyridin-3-yl]-(2-fluoro-4-iodo-phenyl)-amine

HRID 658363Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 658363
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:19]=[N:18][CH:17]=[CH:16][C:11]=1[C:12]([NH:14][NH2:15])=[O:13].[N:20]1(C(=N)N2C=CN=C2)C=CN=[CH:21]1>CS(C)=O>[NH2:20][C:21]1[O:13][C:12]([C:11]2[CH:16]=[CH:17][N:18]=[CH:19][C:10]=2[NH:9][C:3]2[CH:4]=[CH:5][C:6]([I:8])=[CH:7][C:2]=2[F:1])=[N:14][N:15]=1

Komponenten

4

Edukt 2

HCID 113556541-(1H-imidazole-1-carboximidoyl)-1H-imidazoleHCID 115888023-[(2-Fluoro-4-iodophenyl)amino]isonicotinohydrazide

Produkt 1

HCID 17747573[4-(5-Amino-[1,3,4]oxadiazol-2-yl)-pyridin-3-yl]-(2-fluoro-4-iodo-phenyl)-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a solution of 3-(2-Fluoro-4-iodo-phenylamino)-isonicotinic acid hydrazide (1 g, 2.68 mmol) in DMSO (6 mL) were added 1,1-di-1H-imidazol-1-yl-methyleneamine (864 mg, 5.36 mmol). The reaction mixture was stirred at RT for 18 h. Quenching of the reaction by adding water (60 mL). A solid precipitated out. The solid was filtered, washed with water and cold methanol. Yield: white solid 1.0 g. LC-MS (Method A) [4.66 min; 398(M+1)].

Aufarbeitung

  1. customQuenching of the reaction
  2. additionby adding water (60 mL)
  3. customA solid precipitated out
  4. filtrationThe solid was filtered
  5. washwashed with water and cold methanol
  6. customLC-MS (Method A) [4.66 min; 398(M+1)]

Quellen und Nachweise

ORD-Eintrag
ord-7a28ea4cd7e24d478c5dcd4e04b62212
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076486B2

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