| Identification | Back Directory | [Name]
3-PYRIDINECARBOXAMIDE, 4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)- | [CAS]
342417-01-0 | [Synonyms]
Netupitant int5
6-(4-METHYLPIPERAZIN-1-YL)-4-O-TOLYLNICOTINAMIDE
6-(4-Methyl-1-piperazinyl)-4-(o-tolyl)nicotinamide
6-(4-Methylpiperazin-1-yl)-4-(2-methylphenyl)nicotinamide
4-(2-methylphenyl)-6-(4-methylpiperazinyl)-3-pyridinecarboxamide
4-(2-Methylphenyl)-6-(4-methyl-1-piperazinyl)-3-pyridinecarboxamide
4-(2-methylphenyl)-6-(4-methylpiperazin-1-yl)pyridine-3-carboxamide
3-PYRIDINECARBOXAMIDE, 4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-
3-PYRIDINECARBOXAMIDE, 4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-C32 | [Molecular Formula]
C18H22N4O | [MDL Number]
MFCD11113419 | [MOL File]
342417-01-0.mol | [Molecular Weight]
310.39 |
| Chemical Properties | Back Directory | [Melting point ]
164-165℃ | [Boiling point ]
498.1±45.0 °C(Predicted) | [density ]
1.165 | [storage temp. ]
Sealed in dry,2-8°C | [pka]
15.82±0.50(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C18H22N4O/c1-13-5-3-4-6-14(13)15-11-17(20-12-16(15)18(19)23)22-9-7-21(2)8-10-22/h3-6,11-12H,7-10H2,1-2H3,(H2,19,23) | [InChIKey]
UQTDFKWGXOVHFZ-UHFFFAOYSA-N | [SMILES]
C1=NC(N2CCN(C)CC2)=CC(C2=CC=CC=C2C)=C1C(N)=O | [CAS DataBase Reference]
342417-01-0 |
| Hazard Information | Back Directory | [Synthesis]
Step 3: 1.0 g (4.05 mmol) of 6-chloro-4-o-tolylnicotinamide was dissolved in 9.0 mL of N-methylpiperazine, heated to 100 °C and the reaction was maintained for 2 hours. Upon completion of the reaction, the excess N-methylpiperazine was removed by high vacuum distillation. The residue was purified by silica gel column chromatography using dichloromethane as eluent to give 1.2 g (95% yield) of the target compound, 6-(4-methylpiperazin-1-yl)-4-(o-tolyl)nicotinamide, the product was a pale yellow crystalline foam. Mass spectrometry (ISP): m/z 311 ([M+H]+, 100%), 254 (62%). | [References]
[1] Patent: US8426450, 2013, B1. Location in patent: Page/Page column 25
[2] Patent: US9403772, 2016, B2. Location in patent: Page/Page column 30
[3] Journal of Organic Chemistry, 2006, vol. 71, # 5, p. 2000 - 2008
[4] Patent: JP2015/17121, 2015, A. Location in patent: Paragraph 0153 |
|
|