Hydrochloric Acid → HCID 46847168, compound

HRID 14662Notes

Reaction equation

HRID 14662 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]([C:23]([N:25]2[CH2:29][CH2:28][CH2:27][CH2:26]2)=[O:24])=[CH:11][N:10]=1)(C)(C)C.[ClH:31]>CCOC(C)=O>[ClH:31].[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]([C:23]([N:25]2[CH2:29][CH2:28][CH2:27][CH2:26]2)=[O:24])=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68613080[6,7-Dimethoxy-4-(pyrrolidine-1-carbonyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester

Product 1

HCID 46847168HCID 46847168, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

As described in example 1, a solution of [6,7-dimethoxy-4-(pyrrolidine-1-carbonyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester (59 mg) was treated with HCl in EtOAc to give 42 mg (84%) of (1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-pyrrolidin-1-yl-methanone hydrochloride: 1H NMR (DMSO-d6) δ 1.74-1.81 (m, 2H), 1.86-1.92 (m, 2H), 3.10 (t, 2H, J=6.41 Hz), 3.59 (t, 2H, J=6.50 Hz), 3.89 (s, 3H), 3.99 (s, 3H), 4.71 (m, 2H), 7.09 (s, 1H), 7.49 (s, 1H), 8.36 (s, 1H), 8.68 (br s, 3H); MS: APCI (M+H) calc'd for C17H21N3O3 316.2; found 316.1.

Sources & evidence

ORD record
ord-d00cbde4bea943b8aaf92af8a692d7cf
Source dataset
uspto-grants-2010_06
Patent number
US07732446B1

Reaction notes

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