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2-Chloro-3-methylaminopyridine

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Company Name: Shanghai Sphchem Co., Ltd.  
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Company Name: SuZhou ShiYa Biopharmaceuticals, Inc.  
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Company Name: TIANJIN SPRING PHARMA SCIENCE CO., LTD.  
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2-Chloro-3-methylaminopyridine manufacturers

2-Chloro-3-methylaminopyridine Basic information
Product Name:2-Chloro-3-methylaminopyridine
Synonyms:2-chloro-N-Methyl-3-PyridinaMine;2-CHLORO-3-METHYLAMINOPYRIDINE;2-CHLORO-3-(AMINOMETHYL)PYRIDINE;2-CHLORO-3-METHYLAMINOPYRIDINE,=99%;2-Chloro-N-methylpyridin-3-amine;2-Chloro-3-methylaminepyridine;3-Pyridinamine, 2-chloro-N-methyl-;2-Chloro-3-methylaminopyridine ISO 9001:2015 REACH
CAS:40932-43-2
MF:C6H7ClN2
MW:142.59
EINECS:201-525-2
Product Categories:pharmacetical;Pyridines
Mol File:40932-43-2.mol
2-Chloro-3-methylaminopyridine Structure
2-Chloro-3-methylaminopyridine Chemical Properties
Boiling point 144 °C(Press: 10 Torr)
density 1.250±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka2.73±0.10(Predicted)
Safety Information
HS Code 2933399990
MSDS Information
2-Chloro-3-methylaminopyridine Usage And Synthesis
Synthesis
2-Chloro-3-pyridinamine

6298-19-7

Iodomethane

74-88-4

2-Chloro-3-methylaminopyridine

40932-43-2

2-Chloro-3-aminopyridine (0.0465 mol) was dissolved in tetrahydrofuran (45 mL) under nitrogen protection and cooled to -78 °C. A 2.0 M solution of lithium diisopropylammonium (LDA, 0.0513 mol) was added slowly and dropwise. The reaction mixture was slowly warmed to 0 °C and stirred at this temperature for 1 hour. Subsequently, the reaction mixture was cooled again to -78 °C and iodomethane (0.0582 mol) was added. The reaction mixture was slowly warmed to room temperature and stirring was continued for 16 hours. Upon completion of the reaction, the reaction was quenched by the addition of saturated ammonium chloride solution and the mixture was extracted with ethyl acetate. The organic layers were combined, dried with anhydrous sodium sulfate, filtered and the solvent was concentrated under reduced pressure. The residue was purified by silica gel short column chromatography (eluent: hexane/ethyl acetate, 80/20). The fraction containing the target product was collected and the solvent was concentrated under reduced pressure to give 5.91 g of 2-chloro-3-methylaminopyridine (intermediate compound 1) in 89% yield.

References[1] Patent: WO2004/106298, 2004, A1. Location in patent: Page 19-20
[2] Synthesis, 1999, # 11, p. 1893 - 1902
[3] Advanced Functional Materials, 2018, vol. 28, # 44,
[4] Patent: US2004/19051, 2004, A1. Location in patent: Page 11
2-Chloro-3-methylaminopyridine Preparation Products And Raw materials
Raw materials2-Chloro-3-pyridinamine-->Iodomethane-->Tetrahydrofuran-->Lithium diisopropylamide
Tag:2-Chloro-3-methylaminopyridine(40932-43-2) Related Product Information
4-Methylpyridine Tris(hydroxymethyl)aminomethane 2-Chloro-3-cyanopyridine 2-Chloro-3-picoline 2-Chloro-5-chloromethylpyridine 2-Chloro-3-pyridinamine N-Methyl-3-pyridinamine Bis(2-ethylhexyl)amine Dibenzylamine 3-Aminopyridine 4-Dimethylaminopyridine 2-Aminopyridine Triallylamine Triethanolamine Dimethylaminopyridine, polymer-bound 1-(2-Chloro-3-pyridyl)-2,5-dihydro-1H-pyrrole-2,5-dione Difluorochloromethane N-(2-Chloro-3-pyridinyl)-acetamide