e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Synthetic Communications

Alternate synthesis of apixaban (BMS-562247), an inhibitor of blood coagulation factor Xa

J Jiang, Y Ji

Index: Synthetic Communications, , vol. 43, # 1 p. 72 - 79

Full Text: HTML

Citation Number: 8

Abstract

... Synthetic Communications: An International Journal for Rapid Communication of Synthetic ... of Science ®] View all references ]. As part of the process of bringing a new active pharmaceutical ingredient (API) to market, it often requires use of an alternative synthetic strategy to ...

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone Structure

5,6-Dihydro-3-(...

ethyl 2-chloro-2-[(4-methoxyphenyl)hydrazinylidene]acetate Structure

ethyl 2-chloro-...

~76%

1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Structure

1-(4-Methoxyphe...

p-Anisidine Structure

~%

1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Structure

1-(4-Methoxyphe...

1-(4-Aminophenyl)-5,6-dihydro-3-(4-morpholinyl)-2(1H)-pyridinone Structure

1-(4-Aminopheny...

~%

1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Structure

1-(4-Methoxyphe...

4-Nitroaniline Structure

~%

1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Structure

1-(4-Methoxyphe...

5-Chlorovaleryl chloride Structure

5-Chlorovaleryl...

~%

1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Structure

1-(4-Methoxyphe...

5-chloro-N-(4-nitrophenyl)pentanamide Structure

5-chloro-N-(4-n...

~%

1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Structure

1-(4-Methoxyphe...

1-(4-Nitrophenyl)-2-piperidinone Structure

1-(4-Nitropheny...

~%

1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Structure

1-(4-Methoxyphe...

5,6-Dihydro-3-(4-morpholinyl)-1-(4-nitrophenyl)-2(1H)-pyridinone Structure

5,6-Dihydro-3-(...

~%

1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Structure

1-(4-Methoxyphe...

1-(4-Aminophenyl)-5,6-dihydro-3-(4-morpholinyl)-2(1H)-pyridinone Structure

1-(4-Aminopheny...

~%

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone Structure

5,6-Dihydro-3-(...

4-Nitroaniline Structure

~%

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone Structure

5,6-Dihydro-3-(...

5-Chlorovaleryl chloride Structure

5-Chlorovaleryl...

~%

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone Structure

5,6-Dihydro-3-(...

5-chloro-N-(4-nitrophenyl)pentanamide Structure

5-chloro-N-(4-n...

~%

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone Structure

5,6-Dihydro-3-(...

1-(4-Nitrophenyl)-2-piperidinone Structure

1-(4-Nitropheny...

~%

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone Structure

5,6-Dihydro-3-(...

5,6-Dihydro-3-(4-morpholinyl)-1-(4-nitrophenyl)-2(1H)-pyridinone Structure

5,6-Dihydro-3-(...

~%

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone Structure

5,6-Dihydro-3-(...