Potassium Hydroxide → 5-Fluoro-2-[2-(1-methylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)-benzoylamino]benzoic acid

HRID 644228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 644228
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:12][C:13](=[O:33])[C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)=[CH:16][C:15]=2[O:25][CH:26]2[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]2)=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[OH-].[K+]>CCO.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:12][C:13](=[O:33])[C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)=[CH:16][C:15]=2[O:25][CH:26]2[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]2)=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 68534920Methyl 5-fluoro-2-[2-(1-methylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)benzoylamino]benzoate

Produkt 1

HCID 685305135-Fluoro-2-[2-(1-methylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)-benzoylamino]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A solution of methyl 5-fluoro-2-[2-(1-methylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)benzoylamino]benzoate (7.8 g, 17 mmol) in EtOH (100 mL) and water (100 mL) was treated with KOH (4.8 g, 85 mmol) and stirred at 70° C. for 1 hour. The reaction was concentrated under vacuum, quenched with glacial acetic acid (5.1 g), and allowed to stand at ambient temperature for crystallization. The solid was filtered to recover 7.4 g (98%).

Aufarbeitung

  1. concentrationThe reaction was concentrated under vacuum
  2. customquenched with glacial acetic acid (5.1 g)
  3. customto stand at ambient temperature for crystallization
  4. filtrationThe solid was filtered
  5. customto recover 7.4 g (98%)

Quellen und Nachweise

ORD-Eintrag
ord-29111d7396b846a0b16758995c05629b
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07700628B2

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