4-(4-Chloro-benzoylamino)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester → 4-Chloro-N-(4-cyano-piperidin-4-yl)-benzamide hydrochloride

HRID 913332Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 913332
C(OC([N:8]1[CH2:13][CH2:12][C:11]([NH:16][C:17](=[O:25])[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)([C:14]#[N:15])[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[ClH:24].[Cl:24][C:21]1[CH:22]=[CH:23][C:18]([C:17]([NH:16][C:11]2([C:14]#[N:15])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[O:25])=[CH:19][CH:20]=1

Komponenten

4

Edukt 1

HCID 674023234-(4-Chloro-benzoylamino)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 674020814-Chloro-N-(4-cyano-piperidin-4-yl)-benzamide hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of 4-(4-chloro-benzoylamino)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (0.23 g, 0.63 mmol) in 4 M HCl in dioxane (30 mL) was stirred at rt for 2 h. The solvent was removed under reduced pressure and the crude product used in the consecutive step without further purification assuming quantitative deprotection and formation of the hydrochloride salt. Note: The product is contaminated with some primary amide (partial hydrolysis of the nitrile). MS (ISP): 264.1 [M+H]+.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. customthe crude product used in the consecutive step without further purification
  3. custompartial hydrolysis of the nitrile)

Quellen und Nachweise

ORD-Eintrag
ord-679e30291c4047d0a5d21c0d70b76cb1
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026365B2

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