Hydrochloric Acid → 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-(4-benzyl-piperidin-1-yl)-ethanone hydrochloride

HRID 14690

Reaction equation

HRID 14690 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]([N:26]2[CH2:31][CH2:30][CH:29]([CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:28][CH2:27]2)=[O:25])=[CH:11][N:10]=1)(C)(C)C.[ClH:40]>CCOC(C)=O>[ClH:40].[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:26]2[CH2:31][CH2:30][CH:29]([CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:28][CH2:27]2)=[O:25])=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68612809{4-[2-(4-Benzyl-piperidin-1-yl)-2-oxo-ethyl]-6,7-dimethoxy-isoquinolin-1-ylmethyl}-carbamic acid tert-butyl ester

Product 1

HCID 686144302-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-(4-benzyl-piperidin-1-yl)-ethanone hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

As described in Example 1, 94 mg of {4-[2-(4-benzyl-piperidin-1-yl)-2-oxo-ethyl]-6,7-dimethoxy-isoquinolin-1-ylmethyl}-carbamic acid tert-butyl ester was treated with HCl in EtOAc to give 114 mg (>100%) of 2-(1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-(4-benzyl-piperidin-1-yl)-ethanone hydrochloride. MS: APCI (M+H) calc'd for C26H31N3O3+H 434.5; found 434.2.

Sources & evidence

ORD record
ord-7db0b5e82ddb4f8f9821ef7ecfe6591d
Source dataset
uspto-grants-2010_06
Patent number
US07732446B1

Linked notes

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