Basic information Safety Supplier Related

3-PyridineCarboxamide,Nevirapine

Basic information Safety Supplier Related

3-PyridineCarboxamide,Nevirapine Basic information

Product Name:
3-PyridineCarboxamide,Nevirapine
Synonyms:
  • 3-PyridineCarboxamide,Nevirapine
  • N-(2-Lhioro-4-Methyi-J-Pyndinyl)-2-(Cyclopropyi Amino)-3-Pyridine Carboxamide
  • 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
  • Nevirapine Impurity 1
  • 3-Pyridinecarboxamide, N-(2-chloro-4-methyl-3-pyridinyl)-2-(cyclopropylamino)-
  • Naproxen Impurity 49
CAS:
133627-47-1
MF:
C15H15ClN4O
MW:
302.76
Mol File:
133627-47-1.mol
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3-PyridineCarboxamide,Nevirapine Chemical Properties

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)
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3-PyridineCarboxamide,Nevirapine Usage And Synthesis

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

133627-45-9

765-30-0

133627-47-1

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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