Hydrochloric Acid → 2-(1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-(2-methoxy-ethyl)-acetamide hydrochloride

HRID 14679Notes

Reaction equation

HRID 14679 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=2)[C:12]([CH2:23][C:24](=[O:30])[NH:25][CH2:26][CH2:27][O:28][CH3:29])=[CH:11][N:10]=1)(C)(C)C.[ClH:32]>CCOC(C)=O>[ClH:32].[NH2:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=2)[C:12]([CH2:23][C:24]([NH:25][CH2:26][CH2:27][O:28][CH3:29])=[O:30])=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68613520{6,7-Dimethoxy-4-[(2-methoxy-ethylcarbamoyl)-methyl]-isoquinolin-1-ylmethyl}-carbamic acid tert-butyl ester

Product 1

HCID 686160312-(1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-(2-methoxy-ethyl)-acetamide hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

As described in Example 1, 37 mg of {6,7-dimethoxy-4-[(2-methoxy-ethylcarbamoyl)-methyl]-isoquinolin-1-ylmethyl}-carbamic acid tert-butyl ester was treated with HCl in EtOAc to give 40 mg (>100%) of 2-(1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-(2-methoxy-ethyl)-acetamide hydrochloride. MS: APCI (M+H) calc'd for C17H23N3O4+H 334.3; found 334.1.

Sources & evidence

ORD record
ord-ca0bbbc9ee744beab213e7eafc00b10b
Source dataset
uspto-grants-2010_06
Patent number
US07732446B1

Reaction notes

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