2-Furancarboxylic acid, hydrazide → N'-(2-Amino-7-(2-(4-(2,4-difluorophenyl)piperazin-1-yl)ethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)furan-2-carbohydrazide

HRID 639489

Reaktionsgleichung

Reaktionsgleichung von HRID 639489
Cl[C:2]1[C:3]2[CH:11]=[CH:10][N:9]([CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][N:17]([C:20]4[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=4[F:27])[CH2:16][CH2:15]3)[C:4]=2[N:5]=[C:6]([NH2:8])[N:7]=1.[O:28]1[CH:32]=[CH:31][CH:30]=[C:29]1[C:33]([NH:35][NH2:36])=[O:34]>CN1C(=O)CCC1>[NH2:8][C:6]1[N:7]=[C:2]([NH:36][NH:35][C:33]([C:29]2[O:28][CH:32]=[CH:31][CH:30]=2)=[O:34])[C:3]2[CH:11]=[CH:10][N:9]([CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][N:17]([C:20]4[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=4[F:27])[CH2:16][CH2:15]3)[C:4]=2[N:5]=1

Komponenten

4

Edukt 2

HCID 187312-Furancarboxylic acid, hydrazideHCID 86623469HCID 86623469, Verbindung

Produkt 1

HCID 68414926N'-(2-Amino-7-(2-(4-(2,4-difluorophenyl)piperazin-1-yl)ethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)furan-2-carbohydrazide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

A solution of the title A compound, 4-chloro-7-(2-(4-(2,4-difluorophenyl)piperazin-1-yl)ethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine (75 mg, 0.19 mmol) and 2-furoic acid hydrazide (49 mg, 0.39 mmol) in 1 mL of NMP is heated at 150° C. for 3 h. After cooling to RT, the crude reaction is purified by column chromatography on silica gel, eluting with a gradient of 5% to 10% of MeOH in EtOAc. Fractions containing the product are combined and evaporated to dryness to 4-yl)furan-2-carbohydrazide as a yellow solid: LC/MS (M+1=483.2).

Aufarbeitung

  1. customthe crude reaction
  2. customis purified by column chromatography on silica gel
  3. washeluting with a gradient of 5% to 10% of MeOH in EtOAc
  4. additionFractions containing the product
  5. customevaporated to dryness to 4-yl)furan-2-carbohydrazide as a yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-6f6ccccfbe3c436ca1b922553e0ee16d
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691869B2

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