Hydrochloric Acid → 7-(1-Aminomethyl-2-oxa-7-azabicyclo[3.3.0]oct-7-yl)-1-ethyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochloride

HRID 53886Notes

Reaction equation

C(OC([NH:8][CH2:9][C:10]12[CH2:17][N:16]([C:18]3[C:27]([F:28])=[C:26]4[C:21]([C:22](=[O:34])[C:23]([C:31]([OH:33])=[O:32])=[CH:24][N:25]4[CH2:29][CH3:30])=[CH:20][C:19]=3[F:35])[CH2:15][CH:14]1[CH2:13][CH2:12][O:11]2)=O)(C)(C)C.[ClH:36]>>[ClH:36].[NH2:8][CH2:9][C:10]12[CH2:17][N:16]([C:18]3[C:27]([F:28])=[C:26]4[C:21]([C:22](=[O:34])[C:23]([C:31]([OH:33])=[O:32])=[CH:24][N:25]4[CH2:29][CH3:30])=[CH:20][C:19]=3[F:35])[CH2:15][CH:14]1[CH2:13][CH2:12][O:11]2

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 199609657-(1-Tert-butoxycarbonylaminomethyl-2-oxa-7-azabicyclo[3.3.0]oct-7-yl)-1-ethyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Product 1

HCID 677268737-(1-Aminomethyl-2-oxa-7-azabicyclo[3.3.0]oct-7-yl)-1-ethyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochloride

Procedure

In an analogous manner to Example 1B, the product from step A is reacted with half-concentrated hydrochloric acid to give 7-(1-aminomethyl-2-oxa-7-azabicyclo[3.3.0]oct-7-yl)-1-ethyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochloride with a melting point of 218°-223° C. (with decomposition).

Sources & evidence

ORD record: ord-642fa609e641407b934f22d468fd95ba
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05621105

Reaction notes

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