Hydrazine hydrate (1:1) → 2-(3-{[5-(4-Methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}phenyl)acetic hydrazide

HRID 2189033Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2189033
O.[NH2:2][NH2:3].CO[C:6](=[O:38])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([NH:14][C:15]2[C:16]3[C:23]([C:24]4[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=4)=[C:22]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)[O:21][C:17]=3[N:18]=[CH:19][N:20]=2)[CH:9]=1>C1COCC1.CO>[CH3:31][O:30][C:27]1[CH:28]=[CH:29][C:24]([C:23]2[C:16]3[C:15]([NH:14][C:10]4[CH:9]=[C:8]([CH2:7][C:6]([NH:2][NH2:3])=[O:38])[CH:13]=[CH:12][CH:11]=4)=[N:20][CH:19]=[N:18][C:17]=3[O:21][C:22]=2[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[CH:25][CH:26]=1

Komponenten

5

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 250953893-{[5-(4-Methoxy-phenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}phenylacetic acid methyl ester

Produkt 1

HCID 582802042-(3-{[5-(4-Methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}phenyl)acetic hydrazide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

Add 215 mg (4.3 mmol) of hydrazine hydrate at RT to 100 mg (0.215 mmol) of 3-{[5-(4-methoxy-phenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}phenylacetic acid methyl ester (Example 28), dissolved in 1.5 ml of THF and 2 ml of methanol. Stir the mixture at 65° C. for 1 h and at RT overnight and then concentrate under reduced pressure. After stirring with diisopropyl ether, filter off the solid with suction and dry under reduced pressure. 89.3 mg (89.3% of theory) of the target product are obtained.

Aufarbeitung

  1. concentrationat RT overnight and then concentrate under reduced pressure
  2. stirringAfter stirring with diisopropyl ether
  3. filtrationfilter off the solid with suction
  4. customdry under reduced pressure
  5. custom89.3 mg (89.3% of theory) of the target product are obtained

Quellen und Nachweise

ORD-Eintrag
ord-8d0423d0fb90403f996cad11d2b17268
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08324222B2

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