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Home > Encyclopedia > 2(1H)-Pyridinone, 3-(aminomethyl)-4,6-dimethyl- (9CI)

2(1H)-Pyridinone, 3-(aminomethyl)-4,6-dimethyl- (9CI)

2(1H)-Pyridinone, 3-(aminomethyl)-4,6-dimethyl- (9CI) structure

2(1H)-Pyridinone, 3-(aminomethyl)-4,6-dimethyl- (9CI) 

structure
  • CAS No:

    771579-27-2

  • Formula:

    C8H12N2O

  • Chemical Name:

    2(1H)-Pyridinone, 3-(aminomethyl)-4,6-dimethyl- (9CI)

  • Synonyms:

    2(1H)-Pyridinone, 3-(aminomethyl)-4,6-dimethyl- (9CI);3-(AMinoMethyl)-4,6-diMethyl-1,2-dihydropyridine-2-one;2(1H)-Pyridinone,3-(aMinoMethyl)-4,6-diMethyl-,hydrochloride(1:1);2(1H)-Pyridinone,3-(aMinoMethyl)-4,6-diMethyl-;3-(AMinoMethyl)-4,6-diMethyl-1,2-dihydropyridin-2-one;3-(Aminomethyl)-4,6-dimethyl-2(1H)-pyridinone;3-(aminomethyl)-4,6-dimethyl-1H-pyridin-2-one;N-BUTYL-2-CHLOROISONICOTINAMIDE

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2(1H)-Pyridinone, 3-(aminomethyl)-4,6-dimethyl- (9CI) Basic Attributes

152.19368

152.094955

DTXSID90427681

2933399090

Characteristics

55.1

-0.1

1.1±0.1 g/cm3

164.3±25.7 °C

1.513

Safety Information

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

2(1H)-Pyridinone, 3-(aminomethyl)-4,6-dimethyl- (9CI) Use and Manufacturing

Palladium on carbon (10percent) (324mg) and platinum oxide (21.8mg) were added to a mixture of 4, 6-dimethyl-2-oxo-1, 2-dihydro-pyridine-3-carbonitrile (3g, 20.3 mmol), sodium acetate (3.1g, 37.5 mmol) and acetic acid (100 mL), and the whole mixture was stirred under an atmosphere of H3-(aminomethyl)-4, 6-dimethylpyridin-2(lH)-one. To a solution of 4, 6-dimethyl-2-oxo-l, 2- dihydropyridine-3-carbonitrile (500 mg, 3.4 mmol) in tetrahydrofuran (20 mL) was added lithium aluminum hydride (258 mg, 6.8 mmol) at 0°C. The mixture was stirred at 20°C for 2 hours. Then water (1 mL) was added and the product 3-(aminomethyl)-4, 6-dimethylpyridin- 2(lH)-one was obtained as a white solid (300 mg, 60percent). 1H NMR (300 MHz, /-DMSO): δ 11.84 (s, 1H), 7.95 (s, 2H), 5.97 (s, 1H), 3.77 (s, 2H), 2.19 (s, 3H), 2.15 (s, 3H).To a solution of 4, 6-dimethyl-2-oxo-1, 2-dihydropyridine-3-carbonitrile (500 mg, 3.4 mmol) in tetrahydrofuran (20 mL) was added lithium aluminum hydride (258 mg, 6.8 mmol) at 0° C. The mixture was stirred at 20° C. for 2 hours. Then water (1 mL) was added and the product 3-(aminomethyl)-4, 6-dimethylpyridin-2(1H)-one was obtained as a white solid (300 mg, 60percent). Compound g 4, 6-dimethyl-2-oxo-1, 2-dihydropyridine-3-carbonitrile (3 g, 1.0 eq) and an appropriate amount of Raney nickelAdd to methanol (50 ml), add saturated aqueous ammonia (25 ml), react under hydrogen for 24 hours, filter, and concentrate.Crystallization gave 2.0 g of product h.

Computed Properties

Molecular Weight:152.19
XLogP3:-0.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:152.094963011
Monoisotopic Mass:152.094963011
Topological Polar Surface Area:55.1
Heavy Atom Count:11
Complexity:251
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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