Potassium Hydroxide → 7-Amino-2-(furan-2-yl)thieno[2,3-b]pyrazine-6-carboxylic acid

HRID 1184869Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1184869
[NH2:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([C:11]3[O:12][CH:13]=[CH:14][CH:15]=3)[N:9]=2)[S:4][C:3]=1[C:16]([O:18]CC)=[O:17].[OH-].[K+]>C(O)C.O>[NH2:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[C:8]([C:11]3[O:12][CH:13]=[CH:14][CH:15]=3)[N:9]=2)[S:4][C:3]=1[C:16]([OH:18])=[O:17]

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 67125677Ethyl 7-amino-2-(furan-2-yl)thieno[2,3-b]pyrazine-6-carboxylate

Produkt 1

HCID 671256527-Amino-2-(furan-2-yl)thieno[2,3-b]pyrazine-6-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A suspension of ethyl 7-amino-2-(furan-2-yl)thieno[2,3-b]pyrazine-6-carboxylate 58 (100 mg, 0.346 mmol) and potassium hydroxide (97 mg, 1.728 mmol) in ethanol (5 mL) and water (1 mL) was stirred at 70° C. for 1 h. Quenched in ice cold citric acid solution. The resulting precipitate was collected, washed with water and dried to 7-amino-2-(furan-2-yl)thieno[2,3-b]pyrazine-6-carboxylic acid 59 (66 mg, 73.1%). (m/z)=262 (M+H)+.

Aufarbeitung

  1. customQuenched in ice cold citric acid solution
  2. customThe resulting precipitate was collected
  3. washwashed with water
  4. dry with materialdried to 7-amino-2-(furan-2-yl)thieno[2,3-b]pyrazine-6-carboxylic acid 59 (66 mg, 73.1%)

Quellen und Nachweise

ORD-Eintrag
ord-de422179feba424db090c1d78d440067
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08669256B2

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