Hydrochloric Acid → HCID 86643632, compound

HRID 2061891Notes

Reaction equation

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

Participants

Conditions

Temperature: 23 °C

Procedure

(S)-Ethyl 1-(1-(tert-butoxycarbonyl)pyrrolidin-3-yl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate (1.2 g, 1.08 mmol) was dissolved in 1,4-dioxane (10 mL) and 4.0M hydrogen chloride in 1,4-dioxane (4 mL) was added. The reaction was stirred at 23° C. for 3 hours, and the solvent was removed in vacuo. The solid was then dried in a vacuum oven at 50° C. for 18 hours to give 1.03 g (quant. yield) of (R)-ethyl 6-iodo-4-oxo-1-(pyrrolidin-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 hours

Sources & evidence

ORD record: ord-f30be067957a4cbb92cba5019b38e4b0
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08283361B2

Reaction notes

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