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Chemical Structure| 1603-40-3 Chemical Structure| 1603-40-3
Chemical Structure| 1603-40-3

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CAS No.: 1603-40-3

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Product Details of 2-Amino-3-methylpyridine

CAS No. :1603-40-3
Formula : C6H8N2
M.W : 108.14
SMILES Code : C1=CC(=C(N=C1)N)C
MDL No. :MFCD00006320
InChI Key :RGDQRXPEZUNWHX-UHFFFAOYSA-N
Pubchem ID :15347

Safety of 2-Amino-3-methylpyridine

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301+H311+H331-H373
Precautionary Statements:P280-P301+P310
Class:6.1
UN#:2810
Packing Group:Ⅲ

Application In Synthesis of 2-Amino-3-methylpyridine

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1603-40-3 ]

[ 1603-40-3 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 1603-40-3 ]
  • [ 38923-13-6 ]
  • [ 38922-93-9 ]
  • 2
  • [ 1603-40-3 ]
  • [ 921-03-9 ]
  • [ 143982-39-2 ]
  • [ 143982-37-0 ]
  • 3
  • [ 1603-40-3 ]
  • [ 71486-53-8 ]
  • [ 111303-45-8 ]
  • 4
  • [ 1603-40-3 ]
  • [ 74205-82-6 ]
  • 2-[(1,2,4-triazole-1-ylmethyl)amino]-3-methylpyridine [ No CAS ]
  • 5
  • [ 1603-40-3 ]
  • [ 85279-30-7 ]
  • 6
  • [ 1603-40-3 ]
  • [ 143982-39-2 ]
  • 8
  • [ 1603-40-3 ]
  • [ 145901-11-7 ]
  • 9
  • [ 1603-40-3 ]
  • [ 399-25-7 ]
  • 2-(2-fluorophenyl)-8-methyl-3-nitroimidazo[1,2-a]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With pyridine; tert.-butylhydroperoxide; iodine; In acetonitrile; at 79℃; Implementation steps: 0.108 g (1 mmol) of 3-methyl-2-aminopyridine and 0.175 g (1.05 mmol) of <strong>[399-25-7]2-fluoro-β-nitrostyrene</strong>, 0.051 g (0.2 mmol) of iodine, 0.180 g (2 mmol) of tert-butyl hydroperoxide and 0.049 g (0.62 mmol) of pyridine were placed in a reaction flask. 10 mL of acetonitrile was added and heated to reflux (reaction temperature was about 81 C), followed by TLC until the end of the reaction. After cooling to room temperature, acetonitrile was removed by rotary evaporation, and the concentrated product was separated by chromatography to afford product (yield: 77%)
47% With pyridine; tert.-butylhydroperoxide; iodine; In acetonitrile; at 20℃; for 12h;Green chemistry; General procedure: In a 50-mL round-bottomed flask, a mixture of2-aminopyridine (1 mmol) and nitroolefin (1.05 mmol)was stirred in 10 mL acetonitrile. Then, I2 (0.2 mmol),TBHP (2 mmol), and pyridine (0.05 mL) were added to theabove mixture, and the resulting mixture was allowed tostir under reflux or at room temperature for the specifiedtime (Table 2). The progress of the reaction was monitoredby thin-layer chromatography (TLC). After the completionof the reaction, the reaction mixture was cooled to roomtemperature and poured into saturated sodium bisulfite solution (15 mL). After sonication for 10 min, the mixturewas extracted with ethyl acetate (3 × 15 mL), followed bydrying with anhydrous MgSO4. After evaporation of thesolvent, the residue was purified by flash chromatographyto afford the desired product.
  • 10
  • [ 1603-40-3 ]
  • [ 51146-57-7 ]
  • (R)-2-(4-isobutylphenyl)-N-(3-methylpyridin-2-yl)propanamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% General procedure: The respective (R)(-)-ibuprofen or (S)(+)-ibuprofen (0.21 g, 1 mmol), EDC (0.21 g, 1.1 mmol), andHOBt (0.13 g, 1 mmol) in dry acetonitrile (10 mL) was stirred at room temperature for 30 minand then treated with 2-amino-3-methylpyridine (0.11 g, 1 mmol). The mixture was stirred atroom temperature for additional 48 h. Then the solution was evaporated to dryness in vacuo.The residue was taken up with brine (15 mL) and extracted with AcOEt (2 x 10 mL). Theorganic layer was washed sequentially with 10percent aqueous sodium carbonate (2 x 5 mL), 10percentaqueous citric acid (2 x 5 mL) and water (2 x 5 mL). The organic layer was dried over anhydrousmagnesium sulphate, filtered and concentrated to dryness under reduced pressure. Therespective (R)(+)-Ibu-AM5 or (S)(-)-Ibu-AM5 was obtained (58 and 57percent yield respectively) inanalytically pure form. 1H NMR (CDCl3): delta 0.86 (d, J = 6.5Hz, 6H, CH3), 1.47 (d, J = 7.0 Hz,3H, CH3), 1.83 (hept, J = 6.5 Hz, 1H, CH), 2.03 (s, 3H, CH3), 2.41 (d, J = 7.0 Hz, 2H, CH2),3.88 (q, J = 7.0 Hz, 1H, CH), 6.15 (s, 1H, NH), 6.70 (m, 1H, Py), 7.22 (d, J = 8.0 Hz, 2H, Ar),7.26 (d, J = 8.0 Hz, 2H, Ar), 7.35 (m, 1H, Py), 7.90 (m, 1H, Py). NMR spectra agree with literaturereport for the racemate [23]. IR (nujol) 3297, 3253, 3087, 3050, 1672, 1620, 1579 cm-1.Optical rotation [alpha] = -60.9° for (R)(-)-Ibu-AM5 and [alpha] = +60.8° for (S)(+)-Ibu-AM5. m/z297 (M + H)+ Anal. Calcd. for C19H24N2O: C, 76.99; H, 8.16; N, 9.45. Found: C, 77.05; H, 8.18;N, 8.13 for (R)(-)-Ibu-AM5 and C, 76.94; H, 8.19; N, 8.20 for (S)(-)-Ibu-AM5.
  • 11
  • [ 1603-40-3 ]
  • [ 188869-05-8 ]
  • tert-butyl 6-methyl-3,4-dihydroimidazo[1,2-a:5,4-c']dipyridin-2(1H)-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
In 1,4-dioxane; at 140℃; for 1.25h;Microwave irradiation; 2-Amino-3-methylpyridine (70 mg, 0.65 mmol) and tert-butyl 3-bromo-4-oxopiperidine- 1 -carboxylate (0.18 g, 0.65 mmol) were weighed into a 10 mL microwave reaction vessel , Ethanol (2 mL) was added, and the mixture was stirred at 140 ° C. for 75 minutes using a microwave reactor. The crude product obtained by concentrating the reaction mixture was purified by flash silica gel column chromatography (n - hexane only to n - hexane / ethyl acetate = 34/66) to obtain tert - butyl 6 - methyl - 3, Dihydroimidazo [1,2-a: 5,4-c '] dipyridine-2 (1 H) -carboxylate (hereinafter, Intermediate 2) was obtained as a colorless oil.
  • 12
  • [ 1603-40-3 ]
  • [ 188869-05-8 ]
  • 6-methyl-1,2,3,4-tetrahydroimidazo[1,2-a:5,4-c']dipyridine dihydrochloride [ No CAS ]
  • 13
  • [ 1603-40-3 ]
  • [ 32249-35-7 ]
  • C13H14N2O2 [ No CAS ]
 

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