Hydrochloric Acid → 1-[1-(Ethoxycarbonyl)azepan-4-yl]-4-fluoropiperidine-4-carboxylic acid

HRID 714530Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 714530
[F:1][C:2]1([C:20]([O:22]CC)=[O:21])[CH2:7][CH2:6][N:5]([CH:8]2[CH2:14][CH2:13][CH2:12][N:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10][CH2:9]2)[CH2:4][CH2:3]1.[Li+].[OH-].Cl>C1COCC1>[CH2:18]([O:17][C:15]([N:11]1[CH2:12][CH2:13][CH2:14][CH:8]([N:5]2[CH2:4][CH2:3][C:2]([F:1])([C:20]([OH:22])=[O:21])[CH2:7][CH2:6]2)[CH2:9][CH2:10]1)=[O:16])[CH3:19]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 89579328Ethyl 4-[4-fluoro-4-(ethoxycarbonyl)piperidin-1-yl]azepane-1-carboxylate

Produkt 1

HCID 895795461-[1-(Ethoxycarbonyl)azepan-4-yl]-4-fluoropiperidine-4-carboxylic acidAusbeute 148,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Ethyl 4-[4-fluoro-4-(ethoxycarbonyl)piperidin-1-yl]azepane-1-carboxylate (2.26 g, 6.85 mmol) was dissolved in THF (60 mL) at rt and 1M LiOH sol. (6.5 mL) was added. The reaction mixture was stirred at rt overnight. The pH was carefully adjusted to pH 6 by addition of concentrated hydrochloric acid, the solvents were removed in vacuo, to give 1-[1-(ethoxycarbonyl)azepan-4-yl]-4-fluoropiperidine-4-carboxylic acid (3.21 g) as a white waxy solid, Intermediate 3, which was used crude in subsequent reactions.

Aufarbeitung

  1. customthe solvents were removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8e3a20a5d77c4f428cd3c62235d346d6
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09187451B2

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