Hydrochloric Acid → 1-(4-Fluorobenzyl)-3-(3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamido)cyclohexanecarboxylic acid

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Reaktionsgleichung

[OH-].[Na+].O.[F:4][C:5]1[CH:40]=[CH:39][C:8]([CH2:9][C:10]2([C:35]([O:37]C)=[O:36])[CH2:15][CH2:14][CH2:13][CH:12]([NH:16][C:17]([C:19]3[CH:20]=[C:21]4[C:25](=[CH:26][CH:27]=3)[NH:24][N:23]=[C:22]4[C:28]3[CH:33]=[CH:32][N:31]=[C:30]([CH3:34])[CH:29]=3)=[O:18])[CH2:11]2)=[CH:7][CH:6]=1.Cl>CO.C1COCC1>[F:4][C:5]1[CH:40]=[CH:39][C:8]([CH2:9][C:10]2([C:35]([OH:37])=[O:36])[CH2:15][CH2:14][CH2:13][CH:12]([NH:16][C:17]([C:19]3[CH:20]=[C:21]4[C:25](=[CH:26][CH:27]=3)[NH:24][N:23]=[C:22]4[C:28]3[CH:33]=[CH:32][N:31]=[C:30]([CH3:34])[CH:29]=3)=[O:18])[CH2:11]2)=[CH:7][CH:6]=1

Komponenten

Reaktionsbedingungen

Temperatur: 70 °C

Versuchsvorschrift

Sodium hydroxide in water (4 M solution, 1 ml, 4 mmol) was added into a solution of methyl 1-(4-fluorobenzyl)-3-(3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamido)cyclohexanecarboxylate (0.32 mmol) in methanol (0.5 ml) and THF (2 ml). The reaction solution was stirred at 70° C. for 16 h, and 1.0 N HCl solution was added dropwise to adjust pH to 4. The resulting solution was extracted with EtOAc (10 ml, twice). The combined organic layers were dried over sodium sulfate, filtered, concentrated, and purified using HPLC to give the titled compound. LC-MS: 487.21 [M+11]. LC/MS RT=2.36 min.

Aufarbeitung

extractionThe resulting solution was extracted with EtOAc (10 ml
dry with materialThe combined organic layers were dried over sodium sulfate
filtrationfiltered
concentrationconcentrated
custompurified

Quellen und Nachweise

ORD-Eintrag: ord-7f68234ec90c4a798f79aac5422ad36c
Quelldatensatz: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09351965B2

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