Reaktion #1869196

Reaktionsgleichung

ethyl 2-mercaptoacetate

sodium hydride

methyl 6-amino-5-bromopyridine-2-carboxylate

→

ester

Methyl 3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carboxylate

Lösungsmittel

DMF

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled
2. 2
   workup.ADDITION61, 1996, 4623-4633) was added
3. 3
   Waschenwashed with water (3×300 ml)
4. 4
   Sonstigedried
5. 5
   Sonstigeevaporated to about 10 ml
6. 6
   FiltrationThe white solid was filtered off
7. 7
   Waschenwashed with a little EtOAc

Vorschrift

A solution of ethyl 2-mercaptoacetate (1.473 ml) in DMF (48 ml) was ice-cooled and treated with sodium hydride (540 mg of a 60% dispersion in oil). After 1 hour methyl 6-amino-5-bromopyridine-2-carboxylate (3 g) (T. R. Kelly and F. Lang, J. Org. Chem. 61, 1996, 4623-4633) was added and the mixture stirred for 16 hours at room temperature. The solution was diluted with EtOAc (1 litre), washed with water (3×300 ml), dried and evaporated to about 10 ml. The white solid was filtered off and washed with a little EtOAc to give the ester (0.95 g).

Quelle