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N,N,4-TRIMETHYL-2-PYRIDINAMINE synthesis

4synthesis methods
-

Yield:20173-72-2 88%

Reaction Conditions:

with formaldehyd;sodium cyanoborohydride in water;acetonitrile at 0 - 20; for 168 h;

Steps:

1.1A

EXAMPLE 1; SYNTHESIS OF REAGENT [5-(7-CHLORO-2,5-DIMETHYL-PYRAZOLO[1,5-A]PYRIMΓDIN-3-YL)-4-METHYL-PYRIDIN-2- YL] -DIMETHYL- AMINE; EPO ; Step IA; To a mixture of 2-amino-4-picoline (33 g), NaBH3CN (57 g), formaldehyde (37% aq. solution, 240 mL) in acetonitrile (1 L) and water (200 mL) was added dropwise acetic acid (60 mL) at 0 °C in 2 hr. The resultant solution was stirred at RT for 7 days and then concentrated in vacuo. The residue was basified with solid NaOH to pH 10 and extracted with hexanes (3x 700 mL). The combined extract was washed with IN aq. NaOH and brine, dried over Na2SO4 and evaporated in vacuo to give 2-dimethylamino-4- methylpyridine as a colorless oil (Cmpd Ia, 36 g, 88%). 1H NMR (CDCl3): 2.26 (s, 3H), 3.07 (s, 6H), 6.33 (s, IH), 6.40 (d, IH), 8.02 (d, IH); MS (CI) m/e 137 (MH+).

References:

WO2006/44958,2006,A1 Location in patent:Page/Page column 38-39