Identification | Back Directory | [Name]
METHYLPYRIDIN-2-YLMETHYLAMINE DIHYDROCHLORIDE | [CAS]
21035-59-6 | [Synonyms]
NSC 63910 Einecs 244-160-1 alpha-Picolylmethylamine N-Methyl-1-(pyridin-2-yl) methyl(2-pyridylmethyl)amine N-Methyl-2-pyridinemethanamine N-Methylpyridine-2-methanamine 2-[(Methylamino)methyl]pyridine 2-Pyridinemethanamine, N-methyl- N-Methyl(2-pyridinyl)methanamine Pyridine, 2-(methylaminomethyl)- N-methyl-1-(2-pyridyl)methanamine N-Methyl-N-(2-pyridylmethyl)amine N-methyl-1-pyridin-2-ylmethanamine N-Methyl-N-(2-pyridinylmethyl)amine 2-[(MethylaMino)Methyl]pyridine 97% N-Methyl-N-(pyridin-2-ylmethyl)amine N-Methyl-1-(pyridin-2-yl)methylamine METHYLPYRIDIN-2-YLMETHYLAMINE DIHYDROCHLORIDE 2-[Methyl(aminomethyl)]pyridine dihydrochloride N-methyl-1-pyridin-2-ylmethanamine(SALTDATA: FREE) N-Methyl-1-(pyridin-2-yl)methylamine dihydrochloride N-Methyl-1-(pyridin-2-yl)methanamine dihydrochloride | [EINECS(EC#)]
244-160-1 | [Molecular Formula]
C7H10N2 | [MDL Number]
MFCD02089407 | [MOL File]
21035-59-6.mol | [Molecular Weight]
122.17 |
Chemical Properties | Back Directory | [Melting point ]
64 °C | [Boiling point ]
78-80 °C(Press: 10 Torr) | [density ]
0.994 g/mL at 25 °C | [refractive index ]
n20/D1.524 | [Fp ]
82℃ | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
liquid | [pka]
pK1:2.92(+2);pK2:8.82(+1) (30°C) | [color ]
Colorless |
Hazard Information | Back Directory | [Uses]
2-[(Methylamino)methyl]pyridine is used as a reagent in the preparation and structure activity relationship of imidazolopyrimidones as gonadotropin-releasing hormone (GnRH) receptor antagonists. | [Synthesis]
The general procedure for the synthesis of N-methyl-1-pyridine-2-methylamine from pyridine-2-carbaldehyde is as follows:
1. Preparation of 2-(methylaminomethyl)pyridine: 10.7 g (100 mmol) of pyridine-2-carbaldehyde was dissolved in 60 ml of benzene, and methylamine gas was passed through and bubbled for 2 hours. After completion of the reaction, the benzene was removed by distillation under reduced pressure. The residue was dissolved in 40 ml of ethanol.
2. Reduction reaction: Add 5.7g NaBH4 to the above ethanol solution in batches and stir the reaction mixture for 8 hours at room temperature.
3. Post-treatment: 0.5N hydrochloric acid was slowly added to the reaction mixture and the pH was adjusted to not less than 6. Subsequently, 300 ml of dichloromethane was added, and the organic layer was washed three times with 1M NaHCO3 solution at pH 10.
4. Purification of product: The organic layers were combined and concentrated under reduced pressure to give 10.4 g of N-methyl-1-pyridine-2-methylamine in 85% yield.
Product characterization: 1H NMR (CDCl3) δ 2.1 (s, 1H), 2.5 (s, 3H), 3.9 (s, 2H), 7.1 (t, 1H), 7.3 (d, 1H), 7.6 (t, 1H), 8.5 (d, 1H). | [References]
[1] Patent: US5587388, 1996, A [2] Patent: EP601486, 1994, A1 [3] Magnetic Resonance in Chemistry, 1987, vol. 25, p. 696 - 706 |
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