Hydrochloric Acid → N-(4-Cyano-piperidin-4-yl)-5-methyl-nicotinamide dihydrochloride

HRID 913335Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 913335
C(OC([N:8]1[CH2:13][CH2:12][C:11]([C:24]#[N:25])([NH:14][C:15]([C:17]2[CH:18]=[N:19][CH:20]=[C:21]([CH3:23])[CH:22]=2)=[O:16])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:26]>O1CCOCC1>[ClH:26].[ClH:26].[C:24]([C:11]1([NH:14][C:15](=[O:16])[C:17]2[CH:22]=[C:21]([CH3:23])[CH:20]=[N:19][CH:18]=2)[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)#[N:25]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 674010464-Cyano-4-[(5-methyl-pyridine-3-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 67401536N-(4-Cyano-piperidin-4-yl)-5-methyl-nicotinamide dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of 4-cyano-4-[(5-methyl-pyridine-3-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (0.48 g, 1.39 mmol) in 4 M HCl in dioxane (7 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 dihydrochloride salt. Note: The product is contaminated with some primary amide (partial hydrolysis of the nitrile). MS (ISP): 245.4 [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-b434e00057474fb68ace538ff69fbeca
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026365B2

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