Reaktion #313449

Reaktionsgleichung

product

7-(6,7-Difluoro-quinolin-2-ylmethoxy)-10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ol

L-cystein ethyl ester hydrochloride

→

2-(R)-Amino-3-[7-(7-chloro-6-fluoro-quinolin-2-ylmethoxy)-10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ylsulfanyl]-propionic Acid Ethyl Ester

Lösungsmittel

trifluoroacetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent is evaporated
2. 2
   Sonstigethe residue partitioned between sat. NaHCO3 and chloroform
3. 3
   WaschenThe organic layer is washed with water
4. 4
   Sonstigedried
5. 5
   Einengenconcentrated
6. 6
   Sonstigegiving an oil, which
7. 7
   Sonstigeis crystallised from ethyl ether/diisopropyl ether

Vorschrift

A mixture of 10.0 g (23.76 mmol) of the product from Example 23, step 7, 9.7 g (52.3 mmol) of L-cystein ethyl ester hydrochloride and 105 ml of trifluoroacetic acid is stirred at 60° C. for 48 hr. The solvent is evaporated and the residue partitioned between sat. NaHCO3 and chloroform. The organic layer is washed with water, dried and concentrated, giving an oil, which is crystallised from ethyl ether/diisopropyl ether. Yield 10.4 g (80%).

Quelle