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

HRID 14686Notes

Reaction equation

HRID 14686 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:35])[N:25]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:26][CH3:27])=[CH:11][N:10]=1)(C)(C)C.[ClH:37]>CCOC(C)=O>[ClH:37].[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]([N:25]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:26][CH3:27])=[O:35])=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68612843{4-[(Benzyl-ethyl-carbamoyl)-methyl]-6,7-dimethoxy-isoquinolin-1-ylmethyl}-carbamic acid tert-butyl ester

Product 1

HCID 686137602-(1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-benzyl-N-ethyl-acetamide hydrochlorideYield 95%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

As described in Example 1, 84 mg of {4-[(benzyl-ethyl-carbamoyl)-methyl]-6,7-dimethoxy-isoquinolin-1-ylmethyl}-carbamic acid tert-butyl ester was treated with HCl in EtOAc to give 64 mg (95%) of 2-(1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-benzyl-N-ethyl-acetamide hydrochloride. MS: APCI (M+H) calc'd for C23H27N3O3+H 394.5; found 394.2.

Sources & evidence

ORD record
ord-9c7b140a31fe46599ae54e7e37c8a410
Source dataset
uspto-grants-2010_06
Patent number
US07732446B1

Reaction notes

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