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Chemical Structure| 165558-79-2 Chemical Structure| 165558-79-2

Structure of 165558-79-2

Chemical Structure| 165558-79-2

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Product Details of [ 165558-79-2 ]

CAS No. :165558-79-2
Formula : C8H12N2
M.W : 136.19
SMILES Code : CC1=NC=CC(CNC)=C1
MDL No. :MFCD09864373

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* 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 [ 165558-79-2 ]

[ 165558-79-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 105250-16-6 ]
  • [ 165558-79-2 ]
  • 2
  • [ 105250-16-6 ]
  • [ 74-89-5 ]
  • [ 165558-79-2 ]
YieldReaction ConditionsOperation in experiment
68% In aqueous HBr; dichloromethane; acetonitrile; Preparation of Methyl-(2-methyl-pyridin-4-ylmethyl)-amine A stirred solution of 0.86 g (6.98 mmol) of <strong>[105250-16-6]2-methyl-4-hydroxymethylpyridine</strong> (R. B. Katz et al., Synthetic Communications, 19, 1989, 317-325) in 48% aqueous HBr was heated at reflux for four days. The reaction mixture was cooled and added dropwise to 20 ml of 40% aqueous methylamine. The volatiles were removed under reduced pressure, and the residue was slurried in CH2 Cl2 and then filtered. The filter cake was washed with CH2 Cl2, EtOAc, CH3 CN, and 10% MeOH in CH3 CN. The filtrate was concentrated, and the residue was flash chromatographed on silica, eluding CH2 Cl2:NH3 -saturated MeOH (9:1). Consequently, 0.65 g (68% yield) of methyl-(2-methyl-pyridin-4-ylmethyl)-amine (39) was obtained as a colorless liquid. IR (neat) 3368 (broad), 1638, 1609, 1562, 1451, 1406 cm-1. 1 H NMR (CDCl3) delta: 2.45 (s,3H), 2.54 (s,3H), 3.73 (s,2H), 7.05 (d,1H,J=5.1 Hz), 7.13 (s,1H), 8.42 (d,1H,J=5.1 Hz). Anal. calc. for C8 H12 N2.0.45H2 O: C, 66.58; H, 9.01; N, 19.41. Found: C, 66.49; H, 8.73; N, 19.38. Anal calc. for C8 H12 N2, M+: 136.1000. Found: 136.0998.
 

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