Hydrochloric Acid → 3-(aminomethyl)-4-butoxy-2-isobutyl-6-[2-(1,3-thiazol-4-yl)ethyl]-1(2H)-isoquinolinone hydrochloride

HRID 1797738Notes

Reaction equation

HRID 1797738 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:32][CH:33]([CH3:35])[CH3:34])[C:11](=[O:31])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][C:15]([CH2:24][CH2:25][C:26]1[N:27]=[CH:28][S:29][CH:30]=1)=[CH:14][CH:13]=2)(C)(C)C.[ClH:37]>C(OCC)(=O)C>[ClH:37].[NH2:7][CH2:8][C:9]1[N:10]([CH2:32][CH:33]([CH3:34])[CH3:35])[C:11](=[O:31])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][C:15]([CH2:24][CH2:25][C:26]1[N:27]=[CH:28][S:29][CH:30]=1)=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175409Tert-butyl {4-butoxy-2-isobutyl-1-oxo-6-[2-(1,3-thiazol-4-yl)ethyl]-1,2-dihydro-3-isoquinolinyl}methylcarbamate

Product 1

HCID 221756483-(aminomethyl)-4-butoxy-2-isobutyl-6-[2-(1,3-thiazol-4-yl)ethyl]-1(2H)-isoquinolinone hydrochlorideYield 92.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Tert-butyl{4-butoxy-2-isobutyl-1-oxo-6-[2-(1,3thiazol-4-yl)ethyl]-1,2-dihydro-3-isoquinolinyl}methylcarbamate (0.16 g, 0.3 mmol) was dissolved in absolution of 4N hydrogen chloride in ethyl acetate (5 ml). The solution was stirred at room temperature for 1 h. The reaction was concentrated under reduced pressure to give 3-(aminomethyl)-4-butoxy-2-isobutyl-6-[2-(1,3-thiazol-4-yl)ethyl]-1(2H)-isoquinolinone hydrochloride (0.13 g, 92.9%) as an amorphous solid.

Workup

  1. concentrationThe reaction was concentrated under reduced pressure

Sources & evidence

ORD record
ord-2d01a2ad68cb40fb9b3305d141801ec7
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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