Hydrochloric Acid → 2-[1-(2-Hydroxybenzoyl)piperidin-4-yl]-5-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-yl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one

HRID 524211Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 524211
C([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]([N:13]1[CH2:18][CH2:17][CH:16]([N:19]2[C:23](=[O:24])[C:22]([CH3:26])([CH3:25])[C:21]([C:27]3[C:32]4[CH2:33][C:34]([CH3:37])([CH3:36])[O:35][C:31]=4[C:30]([O:38][CH3:39])=[CH:29][CH:28]=3)=[N:20]2)[CH2:15][CH2:14]1)=[O:12])(=O)C.[OH-].[K+].Cl>CO>[OH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]([N:13]1[CH2:14][CH2:15][CH:16]([N:19]2[C:23](=[O:24])[C:22]([CH3:25])([CH3:26])[C:21]([C:27]3[C:32]4[CH2:33][C:34]([CH3:36])([CH3:37])[O:35][C:31]=4[C:30]([O:38][CH3:39])=[CH:29][CH:28]=3)=[N:20]2)[CH2:17][CH2:18]1)=[O:12]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 462069562-({4-[3-(7-Methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-yl)-4,4-dimethyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl]piperidin-1-yl}carbonyl)phenyl acetate

Produkt 1

HCID 462069572-[1-(2-Hydroxybenzoyl)piperidin-4-yl]-5-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-yl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

0.15 g 2-({4-[3-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-yl)-4,4-dimethyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl]piperidin-1-yl}carbonyl)phenyl acetate (compound described in example 77) are dissolved in 20 ml of methanol, 0.32 ml 1 M methanolic potassium hydroxide solution are added, and the reaction mixture is stirred at RT for 15 min until the reaction is completed according to TLC analysis. The pH is adjusted to 5.5 with 1 M aqueous hydrochloric acid, the solvents are removed under reduced pressure, and the resulting crude product is purified by column chromatography (silica and DCM/methanol=95:5) to yield the title compound.

Aufarbeitung

  1. customthe solvents are removed under reduced pressure
  2. customthe resulting crude product is purified by column chromatography (silica and DCM/methanol=95:5)

Quellen und Nachweise

ORD-Eintrag
ord-c1a1d44306b1411da3e6300d0507378b
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340522B2

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