Hydrochloric Acid → HCID 86753110, compound

HRID 2393598Notes

Reaction equation

[ClH:1].C(OC([N:9]1[CH:18]([C:19]2([CH2:37][CH2:38][C:39]([O:41][CH2:42][CH3:43])=[O:40])[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][C:26]=3[N:28]=[C:29]=[O:30])[N:21]([CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[C:20]2=[O:36])[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10]1)=O)(C)(C)C>C(OCC)(=O)C>[ClH:1].[O:36]=[C:20]1[C:19]([CH2:37][CH2:38][C:39]([O:41][CH2:42][CH3:43])=[O:40])([CH:18]2[CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][NH:9]2)[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][C:26]=2[N:28]=[C:29]=[O:30])[N:21]1[CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

Participants

Conditions

Temperature: 0 °C

Procedure

Under ice cooling, a hydrochloric acid gas was passed through a stirred solution of 6.79 g of ethyl 3-[3-(2-t-butoxycarbonyl-1,2,3,4-tetrahydro-3-isoquinolinyl)-carbonylamino-2,3-dihydro-2-oxo-1-pentyl-1H-indol-3-yl]-propionate in ethyl acetate (75 ml) until the gas was saturated. The mixture was stirred at 0° C. for 2.5 hours. After removal of solvent, the residue was triturated in isopropyl ether to afford 6.05 g of ethyl 3-[2,3-dihydro-2-oxo-1-pentyl-3-(1,2,3,4-tetrahydro-3-isoquinolinyl)-carbonylamino-1H-indol-3-yl]propionate hydrochloride as a pale yellow amorphous solid. IR (Nujol) (cm-1): 3180, 1725, 1690, 1610, FAB-MS (m/z): 478 (MH+), 132 (base).

Workup

customAfter removal of solvent
customthe residue was triturated in isopropyl ether

Sources & evidence

ORD record: ord-8f66ae57a72440fcbc5269f7502ab010
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05807883

Reaction notes

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