Sodium Hydroxide → 2',4'-difluoro-5-(6-(1-methyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)biphenyl-3-amine

HRID 64125Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 64125
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[C:13]([N:15]2[C:19]3=[N:20][CH:21]=[C:22]([C:24]4[CH:25]=[N:26][N:27]([CH3:29])[CH:28]=4)[CH:23]=[C:18]3[N:17]=[CH:16]2)[CH:12]=[C:11]([NH:30]C(=O)C)[CH:10]=1.[OH-].[Na+]>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[C:13]([N:15]2[C:19]3=[N:20][CH:21]=[C:22]([C:24]4[CH:25]=[N:26][N:27]([CH3:29])[CH:28]=4)[CH:23]=[C:18]3[N:17]=[CH:16]2)[CH:12]=[C:11]([NH2:30])[CH:10]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 71543377N-(2',4'-difluoro-5-(6-(1-methyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)biphenyl-3-yl)acetamide

Produkt 1

HCID 895013832',4'-difluoro-5-(6-(1-methyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-3-yl)biphenyl-3-amineAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

To a solution of the compound of Example 131 (0.5 g, 1.1 mmol) in ethanol (10 ml) was added aqueous solution of NaOH (392 mg, 9.79 mmol, 8.9 eq.) and the mixture was heated at 85° C. for 2 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off to afford the product in 79% yield (0.35 g).

Aufarbeitung

  1. customThe mixture was quenched
  2. extractionextracted as in Example 1(d)
  3. distillationThe solvent was distilled off
  4. customto afford the product in 79% yield (0.35 g)

Quellen und Nachweise

ORD-Eintrag
ord-1ec45ed987c5455789e2b35977f8f27c
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447091B2

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