3-chloro-4-(pyridin-2-ylmethoxy)aniline
3-chloro-4-(pyridin-2-ylmethoxy)aniline Basic information
- Product Name:
- 3-chloro-4-(pyridin-2-ylmethoxy)aniline
- Synonyms:
-
- AKOS B033273
- 3-CHLORO-4-(PYRIDIN-2-YLMETHOXY)-BENZENAMINE
- 3-CHLORO-4-(PYRIDIN-2-YLMETHOXY)-PHENYLAMINE
- ART-CHEM-BB B033273
- UKRORGSYN-BB BBV-019513
- 3-chloro-4-(2-pyridinylMethoxy)- BenzenaMine
- 3-Chloro-4-[(pyridin-2-yl)Methoxy]benzenaMine [3-Chloro-4-(pyridin-2-ylMethoxy)phenyl]aMine
- BenzenaMine, 3-chloro-4-(2-pyridinylMethoxy)-
- CAS:
- 524955-09-7
- MF:
- C12H11ClN2O
- MW:
- 234.68
- EINECS:
- 1592732-453-0
- Product Categories:
-
- 524955-09-7
- Mol File:
- 524955-09-7.mol
3-chloro-4-(pyridin-2-ylmethoxy)aniline Chemical Properties
- Melting point:
- 91.0 to 95.0 °C
- Boiling point:
- 402.5±35.0 °C(Predicted)
- Density
- 1.292±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- form
- powder to crystal
- pka
- 3.88±0.10(Predicted)
- color
- White to Light yellow to Light orange
3-chloro-4-(pyridin-2-ylmethoxy)aniline Usage And Synthesis
Uses
3-Chloro-4-(2-pyridylmethoxy)aniline was used for preparation of disubstituted (arylamino)quinolinecarbonitriles as orally active irreversible inhibitors of human epidermal growth factor receptor-2 kinase activity and antitumor agents.
Synthesis
3-chloro-4-(pyridin-2-ylmethoxy)aniline is synthesised using 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine as a raw material by chemical reaction. The specific synthesis steps are as follows:
The 2-((2-chloro-4-nitrophenoxy)methyl)pyridine (3.9 g, 15 mmol), zinc powder (5.8 g, 88 mmol) and ammonium chloride (2.4 g, 44 mmol) were added into a mixed solution of ethanol (60 mL) and H2O (10 mL).
The mixture was stirred at 60° C. overnight.
Then the reaction mixture was poured into 200 mL of H2O, extracted with ethyl acetate.
The organic phase was separated, washed with saturated brine and dried.
The solvent was removed in vacuo, and the compound shown in the title (3.4 g, 98percent) was obtained.
1H NMR (CDCl3): δ 8.57 (1H, d, J=4.8 Hz), 7.75-7.70 (1H, m), 7.65-7.63 (1H, m), 7.23-7.20 (1H, m), 6.81 (1H, d, J=9.2 Hz), 6.77 (1H, d, J=2.8 Hz), 5.18 (2H, s), 3.48 (2H, br).
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