3-Methyl-1,2,3,4-tetrahydroquinoline Chemical Properties

Boiling point:

117 °C(Press: 15 Torr)

Density 

0.9931 g/cm3

storage temp. 

2-8°C(protect from light)

pka

5.13±0.40(Predicted)

Appearance

Colorless to light yellow Liquid

3-Methyl-1,2,3,4-tetrahydroquinoline Usage And Synthesis

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 32, p. 2421, 1984 DOI: 10.1248/cpb.32.2421

Synthesis

GENERAL STEPS: PdNPore catalyst (1.1 mg, 2 mol%) was dissolved in acetonitrile (5 mL), followed by the addition of 3-methylquinoline (7.6 mg, 0.5 mmol). The reaction system was placed on a magnetic stirrer at 50 °C for 24 h under hydrogen (5 bar) atmosphere. Upon completion of the reaction, it was purified by column chromatography (silica gel, 200-300 mesh, ethyl acetate as eluent) to afford the target product 3-methyl-1,2,3,4-tetrahydroquinoline (61.1 mg) in 83% yield.

References

[1] Journal of the American Chemical Society, 2011, vol. 133, # 25, p. 9878 - 9891
[2] Advanced Synthesis and Catalysis, 2017, vol. 359, # 6, p. 933 - 940
[3] Chemical Communications, 2013, vol. 49, # 63, p. 7052 - 7054
[4] Advanced Synthesis and Catalysis, 2015, vol. 357, # 16-17, p. 3529 - 3537
[5] Organic Letters, 2013, vol. 15, # 7, p. 1484 - 1487

3-Methyl-1,2,3,4-tetrahydroquinoline(20668-20-6)Related Product Information

• Argatroban
• Argatroban Impurity 41 (Mixture of Diastereomers)
• Argatroban Impurity 42 (Mixture of Diastereomers)
• Argatroban Impurity 26
• Argatroban Impurity 21
• Argatroban Impurity 17
• (2R-cis)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester
• Ethyl (2R,4R)-1-(Nitroglycerine-nitro-L-arginyl)-4-methyl-piperidinecarboxylate hydrochloride
• Argatroban Impurity 47
• Argatroban Impurity 8 HCl
• Argatroban Impurity 26
• Argatroban Impurity 23 (Mixture of Diastereomers)
• (2S)-5-guanidino-2-(3-methyl-1,2,3,4-tetrahydroquinoline-8-sulfonamido)pentanoic acid
• Argatroban Impurity 35
• trans-2-Ethoxycarbonyl-4-methylpiperidine
• Argatroban Impurity 30
• Argatroban Impurity 44
• (2S,4S)-Argatroban