Hydrochloric Acid → HCID 68613471, compound

HRID 14637Notes

Reaction equation

HRID 14637 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])=[CH:16][C:17]=2[O:19][CH3:20])[C:12]([C:23]([N:25]2[CH2:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH2:26]2)=[O:24])=[CH:11][N:10]=1)(C)(C)C.[ClH:35]>CCOC(C)=O>[ClH:35].[NH2:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:21][CH3:22])=[CH:16][C:17]=2[O:19][CH3:20])[C:12]([C:23]([N:25]2[CH2:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH2:26]2)=[O:24])=[CH:11][N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68612582[4-(1,3-Dihydro-isoindole-2-carbonyl)-6,8-dimethoxy-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester

Product 1

HCID 68613471HCID 68613471, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

As described in example 1, 61 mg of [4-(1,3-dihydro-isoindole-2-carbonyl)-6,8-dimethoxy-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester was treated with HCl in EtOAc to give 59 mg (>100%) of (1-aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-(1,3-dihydro-isoindol-2-yl)-methanone hydrochloride. H1-NMR (DMSO): δ, 8.49 (s, 1H), 8.43 (br s, 3H), 7.42-7.15 (m, 4H), 6.85 (s, 1H), 6.74 (s, 1H), 4.97 (s, 2H), 4.70 (d, J=4.7 Hz, 2H), 4.49 (s, 2H), 3.99 (s, 3H), 3.82 (s, 3H); MS: APCI (M+H) calc'd for C21H21N3O3+H 364.4; found 364.2.

Sources & evidence

ORD record
ord-3dde66f8ec2f406596eac63605094755
Source dataset
uspto-grants-2010_06
Patent number
US07732446B1

Reaction notes

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