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

HRID 460144Notes

Reaction equation

HRID 460144 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-ea0da7b2c4ff4b8eaf91c579379fee94
Source dataset
uspto-grants-2007_03
Patent number
US07196102B2

Reaction notes

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