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

1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone Basic information
Product Name:1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone
Synonyms:1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone;1-(4-aMinophenyl)-3-Morpholino-5,6-dihydropyridin-2(1H)-one;2(1H)-Pyridinone, 1-(4-aMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-;Apixaba inretMediate A;Apixaban Impurity S;Apixaban Impurity 47;Apixaban intA;Apixaban related impurities 2
CAS:1267610-26-3
MF:C15H19N3O2
MW:273.33
EINECS:125-745-3
Product Categories:
Mol File:1267610-26-3.mol
1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone Structure
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
pka4.96±0.10(Predicted)
color Off-White to Pale Beige
InChIInChI=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
InChIKeyYUGIGSPFTMLIMA-UHFFFAOYSA-N
SMILESC1(=O)N(C2=CC=C(N)C=C2)CCC=C1N1CCOCC1
Safety Information
MSDS Information
1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone Usage And Synthesis
Uses1-?(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.
SynthesisSynthesis_1267610-26-3
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%.
Synthesis1-(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.
1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone Preparation Products And Raw materials
ethyl 1-(4-methoxyphenyl)-6-(4-nitrophenyl)-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 1-(4-Nitrophenyl)-2-piperidinone Apixaban IMpurity 3 Ethyl (2Z)-chloro[(4-methoxyphenyl)hydrazono]ethanoate 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 Apixaban Impurity 16 ETHYL (2E)-CHLORO[(4-CHLOROPHENYL)HYDRAZONO]ACETATE Apixaban 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one Apixaban Impurity 11 1-(4-IODO-PHENYL)-PIPERIDIN-2-ONE 2(1H)-Pyridinone, 1,1'-[(1E)-1,2-diazenediyldi-4,1-phenylene]bis[5,6-dihydro-3-(4-morpholinyl)- ethyl 6-(4-aMinophenyl)-1-(4-Methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate Apixaban IMpurity(BMS-591329-01) Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester Apixaban IMpurity 2

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