Ammonia → 1-(Quinolin-4-yl)ethan-1-amine

HRID 2113122Notes

Reaction equation

HRID 2113122 reaction equation
[N:1]1C=CC=C(C(N)C)C=1.[N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([C:20](=O)[CH3:21])=[CH:12][CH:11]=1.N.CO.C([BH3-])#N.[Na+]>C(O)(=O)C>[N:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([CH:20]([NH2:1])[CH3:21])=[CH:12][CH:11]=1

Participants

7

Reactant 5

HCID 222AmmoniaHCID 887MethanolHCID 27716881-(Pyridin-3-yl)ethan-1-amineHCID 5003444Sodium cyanoborohydrideHCID 123401901-(Quinolin-4-yl)ethan-1-one

Product 1

HCID 108449271-(Quinolin-4-yl)ethan-1-amine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound was prepared by the same procedure for preparing 1-pyridin-3-yl-ethylamine from 1-quinolin-4-yl-ethanone, (1.71 g, 10 mmol, Aldrich), 2 M ammonia solution in methyl alcohol, (40 mL, 80 mmol, Aldrich), acetic acid (10 mL, J. T. Baker) and sodium cyanoborohydride (5.0 g, 80 mmol, Aldrich). The title compound obtained in form as light yellow solid in 100% yield (1.72 g, 10 mmol).

Sources & evidence

ORD record
ord-271a5f728bb24bcc98982515c22a7a22
Source dataset
uspto-grants-2009_04
Patent number
US07524873B2

Reaction notes

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