Reaktion #454467

Reaktionsgleichung

methyl 3-amino-5-chloro-thieno[3,2-b]pyridine-2-carboxylate

sodium methoxide

→

title compound

Methyl 3-Amino-5-methoxy-thieno[3,2-b]pyridine-2-carboxylate

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 18 hours
2. 2
   Einengenconcentrated
3. 3
   Sonstigepartitioned between ethyl acetate and saturated aqueous NaHCO3
4. 4
   TrocknenThe ethyl acetate layer was dried (MgSO4)
5. 5
   Einengenconcentrated
6. 6
   Sonstigethe residue was chromatographed on silica gel with 5:1 hexanes/ethyl acetate

Vorschrift

A solution of methyl 3-amino-5-chloro-thieno[3,2-b]pyridine-2-carboxylate, prepared according to the procedure in Example 10A (5 g, 21 mmol) and sodium methoxide (4.5 g, 82 mmol) in methanol (150 mL) was refluxed for 18 hours, concentrated and partitioned between ethyl acetate and saturated aqueous NaHCO3. The ethyl acetate layer was dried (MgSO4) and concentrated, and the residue was chromatographed on silica gel with 5:1 hexanes/ethyl acetate to provide the title compound. MS (DCI/NH3) m/e 239 (M+H)+.

Quelle