Water → HCID 58980117, Verbindung

HRID 28853

Reaktionsgleichung

Reaktionsgleichung von HRID 28853
[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]3[NH:14][CH:15]=[CH:16][C:9]=23)[C:5]([C:17]2[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=2)=[N:4]1)[CH3:2].N1C=CC=CC=1.[CH:30]([N:33]=[C:34]=[O:35])([CH3:32])[CH3:31].O>ClCCl>[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]3[NH:14][CH:15]=[CH:16][C:9]=23)[C:5]([C:17]2[CH:23]=[CH:22][C:20]([NH:21][C:34]([NH:33][CH:30]([CH3:32])[CH3:31])=[O:35])=[CH:19][CH:18]=2)=[N:4]1)[CH3:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 61277Isopropyl isocyanateHCID 689998134-[1-ethyl-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-3-yl]aniline

Produkt 1

HCID 58980117HCID 58980117, VerbindungAusbeute 45 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4-[1-ethyl-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-3-yl]aniline (0.19 mmol) in dichloromethane (1 mL) was treated with pyridine (0.39 mmol) and isopropyl isocyanate (0.39 mmol). The reaction mixture was stirred for 18 h at room temperature and poured into water (1 mL), followed by extraction with (3×3 mL) ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated in vacuo. Purification of the residue by Gilson reverse phase HPLC provided the title product as a white powder (45%). ESMS [M+H]+: 389.2

Aufarbeitung

  1. extractionfollowed by extraction with (3×3 mL) ethyl acetate
  2. dry with materialThe combined organic layers were dried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customPurification of the residue by Gilson reverse phase HPLC

Quellen und Nachweise

ORD-Eintrag
ord-1beb9e6f6a7546959165bcc9db517abb
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07419988B2

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