Hydrochloric Acid → 6-Chloro-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid

HRID 2368345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2368345
C([O:3][C:4]([C:6]1[C:11]([NH:12][C:13]2[CH:14]=[N:15][CH:16]=[N:17][CH:18]=2)=[CH:10][CH:9]=[C:8]([Cl:19])[N:7]=1)=[O:5])C.[Li+].[OH-].Cl>C1COCC1.C(O)C>[Cl:19][C:8]1[N:7]=[C:6]([C:4]([OH:5])=[O:3])[C:11]([NH:12][C:13]2[CH:18]=[N:17][CH:16]=[N:15][CH:14]=2)=[CH:10][CH:9]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 866601932-Pyridinecarboxylic acid, 6-chloro-3-(5-pyrimidinylamino)-, ethyl ester

Produkt 1

HCID 866601946-Chloro-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A suspension of 6-chloro-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid ethyl ester (98 mg, 0.35 mmol) in THF (1 ml) and ethanol (0.5 ml) was cooled to 0° C. and treated with 1M LiOH (0.7 ml, 0.7 mmol). The ice bath was removed and the reaction mixture was stirred at rt. for 2 h. 1M HCl (0.7 ml, 0.7 mmol) was added and stirring was continued until a precipitate was forming. The reaction mixture was sucked off and the product was obtained upon drying of the precipitate as yellow solid (60 mg, 67%).

Aufarbeitung

  1. customThe ice bath was removed
  2. stirringstirring
  3. customwas forming
  4. customthe product was obtained
  5. dry with materialupon drying of the precipitate as yellow solid (60 mg, 67%)

Quellen und Nachweise

ORD-Eintrag
ord-458402e3351d4a09b22a7339de391fc2
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08703768B2

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