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

HRID 14688Notes

Reaction equation

HRID 14688 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]([CH3:34])[CH2:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)=[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]([CH3:34])[CH2:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)=[O:35])=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68614425(6,7-Dimethoxy-4-{[methyl-(2-pyridin-2-yl-ethyl)-carbamoyl]-methyl}-isoquinolin-1-ylmethyl)-carbamic acid tert-butyl ester

Product 1

HCID 686160472-(1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-methyl-N-(2-pyridin-2-yl-ethyl)-acetamide hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

As described in Example 1, 78 mg of (6,7-dimethoxy-4-{[methyl-(2-pyridin-2-yl-ethyl)-carbamoyl]-methyl}-isoquinolin-1-ylmethyl)-carbamic acid tert-butyl ester was treated with HCl in EtOAc to give 86 mg (>100%) of 2-(1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-methyl-N-(2-pyridin-2-yl-ethyl)-acetamide hydrochloride. MS: APCI (M+H) calc'd for C22H26N4O3+H 395.5; found 395.1.

Sources & evidence

ORD record
ord-fcaf584f368f4e1bad43c32765181478
Source dataset
uspto-grants-2010_06
Patent number
US07732446B1

Reaction notes

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