ChemicalBook--->CAS DataBase List--->20668-20-6

20668-20-6

20668-20-6 Structure

20668-20-6 Structure
IdentificationBack Directory
[Name]

3-Methyl-1,2,3,4-tetrahydroquinoline
[CAS]

20668-20-6
[Synonyms]

Argatroban impurity C
Argatroban Impurity 67
Quinoline, 1,2,3,4-tetrahydro-3-me
1,2,3,4-Tetrahydro-3-methylquinoline
3-Methyl-1,2,3,4-tetrahydroquinoline
Quinoline, 1,2,3,4-tetrahydro-3-methyl-
[Molecular Formula]

C10H13N
[MDL Number]

MFCD09896588
[MOL File]

20668-20-6.mol
[Molecular Weight]

147.22
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Synthesis Reference(s)]

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

3-Methylquinoline

612-58-8

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

20668-20-6

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
Spectrum DetailBack Directory
[Spectrum Detail]

3-Methyl-1,2,3,4-tetrahydroquinoline(20668-20-6)1HNMR
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