Hydrochloric Acid → HCID 67029252, compound

HRID 2061887Notes

Reaction equation

C(OC([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][N:14]2[C:23]3[C:18](=[CH:19][C:20]([I:24])=[CH:21][CH:22]=3)[C:17](=[O:25])[C:16]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:15]2)[CH2:9]1)=O)(C)(C)C.[ClH:31]>O1CCOCC1>[ClH:31].[I:24][C:20]1[CH:19]=[C:18]2[C:23](=[CH:22][CH:21]=1)[N:14]([CH:13]1[CH2:10][CH2:11][CH2:12][NH:8][CH2:9]1)[CH:15]=[C:16]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:17]2=[O:25]

Participants

Conditions

Temperature: 23 °C

Procedure

Ethyl 1-((1-(tert-butoxycarbonyl)pyrrolidin-3-yl)methyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate (Intermediate 131, 3.0 g, 5.7 mmol) was dissolved in 1,4-dioxane (15 mL) and 4.0M hydrogen chloride in 1,4-dioxane (10 mL) was added. The reaction was stirred at 23° C. for 3 h, and the solvent was removed in vacuo. The solid was then dried in a vacuum oven at 50° C. for 18 h to give 2.64 g (quant. yield) of ethyl 6-iodo-4-oxo-1-(piperidin-3-yl)-1,4-dihydroquinoline-3-carboxylate hydrochloride as a yellow solid.

Workup

customthe solvent was removed in vacuo
customThe solid was then dried in a vacuum oven at 50° C. for 18 h

Sources & evidence

ORD record: ord-1337c33d035b40dba8a9ea2123cc2ad4
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08283361B2

Reaction notes

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