Reaktion #6965

Reaktionsgleichung

(5-chloromethyl-thiazol-2-yl)pyridin-2-yl-amine hydrochloride salt

3-mercaptobenzoic acid

sodium hydride

potassium hydrogen sulfate

→

3-[2-(pyridin-2-ylamino)thiazol-5-ylmethylsulfanyl]benzoic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to 0° C.
2. 2
   SonstigeThe resulting reaction mixture
3. 3
   workup.STIRRINGwas stirred at 0° C. for 1 h
4. 4
   FiltrationThe mixture was filtered
5. 5
   Waschenthe collected solid was washed with water
6. 6
   Sonstigedried in vacuo

Vorschrift

A mixture of 3-mercaptobenzoic acid (308 mg, 2 mmol) and sodium hydride (60% in oil, 160 mg, 4 mmol) was stirred at RT under argon for 10 min and then cooled to 0° C. and (5-chloromethyl-thiazol-2-yl)pyridin-2-yl-amine hydrochloride salt (262 mg, 1 mmol) was added. The resulting reaction mixture was stirred at 0° C. for 1 h and acidified with 1N potassium hydrogen sulfate solution to pH=4. The mixture was filtered and the collected solid was washed with water and dried in vacuo to provide compound 11A, 3-[2-(pyridin-2-ylamino)thiazol-5-ylmethylsulfanyl]benzoic acid, which was used directly for the next step.

Quelle