| Identification | Back Directory | [Name]
6-Aminomethylquinoline | [CAS]
99071-54-2 | [Synonyms]
AKOS B016095
ART-CHEM-BB B016095
6-quinolylmethanamine
6-quinolylmethylamine
6-Quinolinemethanamine
6-Methylaminoquinoline
6-AMINOMETHYLQUINOLINE
QUINOLIN-6-YLMETHANAMINE
6-Quinoline methaneamine
QUINOLINE-6-YLMETHANAMINE
(quinolin-6-ylmethyl)amine
1-quinolin-6-ylmethanamine
6-Aminomethylquinoline, >=95%
(quinolin-6-ylmethyl)amine(SALTDATA: 2HCl)
6-AMinoMethylquinoline, Quinolin-6-ylMethanaMine | [Molecular Formula]
C10H10N2 | [MDL Number]
MFCD02853688 | [MOL File]
99071-54-2.mol | [Molecular Weight]
158.2 |
| Chemical Properties | Back Directory | [Boiling point ]
159°C/2mmHg(lit.) | [density ]
1.156±0.06 g/cm3(Predicted) | [refractive index ]
1.6410-1.6450 | [storage temp. ]
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | [form ]
Solid | [pka]
8.68±0.30(Predicted) | [color ]
Colorless to Yellow to Orange |
| Hazard Information | Back Directory | [Uses]
6-Quinolinemethanamine is a reagent in the synthesis of some novel 7-[(quinolin-6-yl)methyl] purines as potential c-Met inhibitors. | [Synthesis]
Step 5: Synthesis of quinolin-6-ylmethylamine
To a saturated ammonia methanol solution (1 L) of quinoline-6-carbonitrile (96 g, 0.62 mol) was added Raney-Ni catalyst (10 g) and the reaction mixture was stirred at room temperature. The reaction was carried out for 16 hours at room temperature and 1 atmosphere of hydrogen at 1 atm. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to afford 6-aminomethylquinoline as a brown oil (80 g, 82% yield).
1H-NMR (δ ppm, DMSO-d6, 400 MHz): δ 8.83 (dd, J = 4.2, 1.7 Hz, 1H), 8.29 (d, J = 8.3 Hz, 1H), 7.95 (d, J = 8.6 Hz, 1H), 7.85 (s, 1H), 7.75 (dd, J = 8.7, 1.8 Hz, 1H), 7.49 (dd, J = 8.2, 4.2 Hz, 1H), 3.90 (s, 2H). | [References]
[1] ChemSusChem, 2017, vol. 10, # 5, p. 842 - 846
[2] Patent: US2011/281865, 2011, A1. Location in patent: Page/Page column 83
[3] Patent: WO2011/145035, 2011, A1. Location in patent: Page/Page column 108
[4] Patent: WO2013/144737, 2013, A2. Location in patent: Paragraph 252
[5] Patent: US2015/57309, 2015, A1. Location in patent: Paragraph 0508 |
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