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3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one Structure
CAS No.
545445-44-1
Chemical Name:
3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one
Synonyms
5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone;in-4-yL;Apixaban-1;HSK00001094;Apixaban Impurity H;Apixaban Impurity P;RSYY(Apremilast)-36;Apixaban Intermediates;Apixaba inretMediate B;Apixaban Intermediate 2
CBNumber:
CB62534569
Molecular Formula:
C20H25N3O3
Molecular Weight:
355.43
MOL File:
545445-44-1.mol
MSDS File:
SDS
Modify Date:
2023/9/7 16:59:03

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one Properties

Melting point >199°C (dec.)
Boiling point 625.0±55.0 °C(Predicted)
Density 1.267
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka 3.25±0.20(Predicted)
color Pale Beige
InChI InChI=1S/C20H25N3O3/c24-19-5-1-2-10-22(19)16-6-8-17(9-7-16)23-11-3-4-18(20(23)25)21-12-14-26-15-13-21/h4,6-9H,1-3,5,10-15H2
InChIKey SCVWQFDPLBFZAP-UHFFFAOYSA-N
SMILES C1(=O)N(C2=CC=C(N3CCCCC3=O)C=C2)CCC=C1N1CCOCC1

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one Chemical Properties,Uses,Production

Uses

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropy can be used as an organic synthesis intermediate, mainly used in laboratory research and development and chemical production processes.

Synthesis

Synthesis_545445-44-1
2 g compound C (compound Ib) and 50 ml acetonitrile were added into a three-necked flask to obtain a turbid solution. The turbid solution was stirred and cooled to 0?? C. in an ice bath. 1.75 g (6 eq) sodium hydroxide was added and stirred in the ice bath for 10 min. Then 1.9 ml of 5-chloro-valeryl chloride (2 eq) (diluted with 2 ml acetonitrile) was dropwise added while controlling the temperature to 0-5?? C. After completing the addition, the ice bath was removed and the temperature was naturally raised to 30?? C. The reaction was performed for 5 hours. After observing the absence of the starting material and the intermediate state of the reaction, the reaction solution was cooled to 0?? C. in an ice bath, and adjusted to a neutral pH with 6 N of hydrochloric acid. The reaction solution was concentrated to dryness, pulpifying for 1 hour after adding 8 ml saturated sodium bicarbonate solution, and filtered to obtain 2.29 g yellow solid. Yield: 87.5%. Purity: 95.3% (HPLC). EI-MS (m/z): 355.2. HNMR (400 MHz, DMSO, ppm) |?7.32 (d, J=8.8 Hz, 2H), 7.26 (d, J=8.8 Hz, 2H), 5.71 (t, J=4.8 Hz, 1H), 3.72-3.69 (m, 2H), 3.65-3.63 (m, 4H), 3.60-3.57 (m, 2H), 2.79-2.77 (m, 4H), 2.44-2.41 (m, 2H), 2.40-2.39 (m, 2H), 1.88-1.82 (m, 4H).

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5-morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-2,3-dihydropyridin-6-one 3-Morpholino-1-(4-(2-oxopiperidin-1-yl) HSK00001094 3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-5,6-dihydro-1H-pyridin-2-one 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one Apixaba inretMediate B Apixaban Intermediate B Apixaban Intermediate 2 3-Morpholino-1-[4-(2-oxo-1-piperidyl)phenyl]-5,6-dihydropyridin-2(1H)-one Apixaban Impurity H Apixaban Intermediates Apixaban Impurity P 3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-5,6-dihydro-1H-pyridin-2-one (Apixaban) 5,6-Dihydro-3-(morpholinyl)-1[4-(2-oxo-1- piperidinyl)phenyl]-2(1H)-pyridinone Apixaban-1 5,6-dihydro-3-(4-morpholine)-1-[4-(2-oxy-1-piperidyl) phenyl ]-2(1 H)-pyridone -1-[4-(2-oxopiperidin-1-yL in-4-yL 2(1H)-Pyridinone, 5,6-dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]- ]-5,6-dihydro-1H-pyridin-2-one 5, 6-dihydro-3 -(4-morpholine)-1-[4-(2-oxo-1-piperidyl) phenyl]-2(1H) -pyridinone ApixabanGF Impurity 1 ABCDEFGHJKL APIXABAN CAS 503612-47-3 INTERMEDIATES ,3-Morpholino-1-(4-(2-oxopiperidin-1- yl)phenyl)-5,6-dihydropyridin-2(1H)- oneethyl 7-chloro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate Apixaban intermediates,5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2- oxo-1-piperidinyl)phenyl]-2(1H)- pyridinone Apixaban Dihydro pyridenone 5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phen... Impurity of apixaban383 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl) 3-(4-Morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-5,6-dihydro-2(1H)-pyridinone 5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone 2(1H)-Quinolinone,3,4-dihydro-13-hydroxy- RSYY(Apremilast)-36 5,6-Dihydro-3-morpholino-1-(4-(2-oxopiperidin-1-phenyl)pyridin-2(1H)-one 5,6-Dihydro-3-Morpholino-1-(4-(2-oxo Piperidin-1-yl) Ph)Py)2(1H) one 3-Morpholino-1-[4-(2-oxo-1-piperidyl)phenyl]-5,6-dhydropyridin-2(1H)-one Apixaban morpholine lactum impurity 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6- dihydropyridin-2(1H)-one 3-(morpholin-4-yl)-1-[4-(2-oxopiperidin-1-yl)phenyl]-1,2,5,6-tetrahydropyridin-2-one 545445-44-1