Hydrochloric Acid → 6-(Aminomethyl)isoquinolin-1-amine hydrochloride

HRID 1279066Notes

Reaction equation

HRID 1279066 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([NH:13]C(=O)C1C=CC=CC=1)=[N:8][CH:7]=[CH:6]2.[ClH:22]>C(O)(=O)C>[ClH:22].[NH2:13][C:9]1[C:10]2[C:5](=[CH:4][C:3]([CH2:2][NH2:1])=[CH:12][CH:11]=2)[CH:6]=[CH:7][N:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22665809N-[6-(aminomethyl)-1-isoquinolinyl]benzamide

Product 1

HCID 226657376-(Aminomethyl)isoquinolin-1-amine hydrochloride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 5.8 g of N-[6-(aminomethyl)-1-isoquinolinyl]benzamide in 300 mL of 4N hydrochloric acid and 150 mL of acetic acid was refluxed for 6 hours. The reaction mixture was washed with diethylether to remove benzoic acid and the aqueous solution was concentrated under reduced pressure to give 3.0 g of the title compound. MS (m/e)=173.

Workup

  1. washThe reaction mixture was washed with diethylether
  2. customto remove benzoic acid
  3. concentrationthe aqueous solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-81218bab43dc4c2197b8cbcd59f15d9f
Source dataset
uspto-grants-2002_09
Patent number
US06444672B1

Reaction notes

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