| Identification | Back Directory | [Name]
3-PyridineCarboxamide,Nevirapine | [CAS]
133627-47-1 | [Synonyms]
Naproxen Impurity 49
Nevirapine Impurity 1
3-PyridineCarboxamide,Nevirapine
N-(2-chloro-4-methylpyridin-3-yl)-2-(cyclopropylamino)pyridine-3-carboxamide
N-(2-Chioro-4-Methyi-3-Pyndinyl)-2-(Cyclopropyi AMino)-3-Pyridine CarboxaMide
N-(2-Lhioro-4-Methyi-J-Pyndinyl)-2-(Cyclopropyi Amino)-3-Pyridine Carboxamide
3-Pyridinecarboxamide, N-(2-chloro-4-methyl-3-pyridinyl)-2-(cyclopropylamino)- | [Molecular Formula]
C15H15ClN4O | [MDL Number]
MFCD15144663 | [MOL File]
133627-47-1.mol | [Molecular Weight]
302.76 |
| Chemical Properties | Back Directory | [Melting point ]
127-129 °C | [Boiling point ]
428.9±45.0 °C(Predicted) | [density ]
1.429±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
11.17±0.70(Predicted) |
| Hazard Information | Back Directory | [Uses]
N-(2-Chloro-4-methylpyridin-3-yl)-2-(cyclopropylamino)nicotinamide (CAS# 133627-47-1) is a synthetic intermediate and an impurity of nevirapine (N391275). | [Synthesis]
Example 7: Synthesis of N-(2-chloro-4-methyl-3-pyridinyl)-2-cyclopropylamino-3-pyridinecarboxamide (VII)
In an autoclave, 2-chloro-N-(2-chloro-4-methyl-3-pyridinyl)-3-pyridinecarboxamide (III; 1.0 kg, 3.5587 mol) was dissolved in toluene (6.0 liters). Cyclopropylamine (0.813 kg, 14.23 mol) was then added and the reaction mixture was heated at 125 °C to 130 °C and 15 psi pressure for 21 hours. After completion of the reaction, the mixture was cooled to 25 °C to 30 °C and washed with distilled water. After separating the aqueous layer, the aqueous layer was extracted with ethyl acetate (2.0 liters). The organic layers (toluene and ethyl acetate layers) were combined and concentrated under reduced pressure to give the target product. Yield: 0.857 kg, yield: 79.64%, HPLC purity: 98.14%. | [References]
[1] Patent: WO2007/10352, 2007, A1. Location in patent: Page/Page column 20 |
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