1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone Chemical Properties

Melting point:

>246°C (dec.)

Boiling point:

491.5±45.0 °C(Predicted)

Density 

1.277±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

4.96±0.10(Predicted)

color 

Off-White to Pale Beige

InChI

InChI=1S/C15H19N3O2/c16-12-3-5-13(6-4-12)18-7-1-2-14(15(18)19)17-8-10-20-11-9-17/h2-6H,1,7-11,16H2

InChIKey

YUGIGSPFTMLIMA-UHFFFAOYSA-N

SMILES

C1(=O)N(C2=CC=C(N)C=C2)CCC=C1N1CCOCC1

1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone Usage And Synthesis

Uses

1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone is an intermediate in the synthesis of Apixaban (A726700), A potent, direct, selective, and orally active inhibitor of coagulation factor Xa. It is a potential new oral coagulant that may be useful prevention of venous thromboembolism in total hip, knee replacement orthopedic surgery and stroke in treatment of patient with venous thromboembolic disorder or with atrial fibrillation.

Synthesis

1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production In the process.

Synthesis

Add 25L of water and 25L of methanol to the 500L reactor, add 2.5kg of compound (I) and 250g of Raney cobalt under stirring, raise the temperature to 40-50 ??C, slowly add 2.0kg of hydrazine hydrate (content 80%), keep warm 60-70 ??C, reaction for 3h, the reaction was completed, filtered with diatomaceous earth, concentrated solvent was removed, and MTBE was added to the filter cake.2.20 kg of a white solid were obtained with a yield of 98% and a purity of 99.8%.

1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone(1267610-26-3)Related Product Information

• Apixaban Impurity 16
• Apixaban IMpurity 2
• Apixaban IMpurity 3
• 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxaMide
• ethyl 1-(4-methoxyphenyl)-6-(4-nitrophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
• Apixaban Impurity 11
• Apixaban IMpurity(BMS-591329-01)
• Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate
• 1-(4-IODO-PHENYL)-PIPERIDIN-2-ONE
• ethyl 6-(4-aMinophenyl)-1-(4-Methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
• 3-Chloro-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one
• Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester
• 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one
• 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one
• 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
• 1-(4-Nitrophenyl)-2-piperidinone
• Apixaban
• Apixaban Impurity BMS-591329