Hydrochloric Acid → 10-(3-Pyrrolidinyloxy)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid hydrochloride

HRID 465380Notes

Reaction equation

HRID 465380 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH:10]([O:13][C:14]2[C:15]([F:34])=[CH:16][C:17]3[C:27](=[O:28])[C:26]([C:29]([O:31]CC)=[O:30])=[CH:25][N:19]4[CH:20]([CH3:24])[CH2:21][O:22][C:23]=2[C:18]=34)[CH2:9]1)=O)(C)(C)C.[ClH:35]>C(O)(=O)C>[ClH:35].[NH:8]1[CH2:12][CH2:11][CH:10]([O:13][C:14]2[C:15]([F:34])=[CH:16][C:17]3[C:27](=[O:28])[C:26]([C:29]([OH:31])=[O:30])=[CH:25][N:19]4[CH:20]([CH3:24])[CH2:21][O:22][C:23]=2[C:18]=34)[CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15021550Ethyl 10-(1-t-butoxycarbonyl-3-pyrrolidinyloxy)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3de][1,4]-benzoxazine-6-carboxylate

Product 1

HCID 6791563910-(3-Pyrrolidinyloxy)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 10-(1-t-butoxycarbonyl-3-pyrrolidinyloxy)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3de][1,4]-benzoxazine-6-carboxylate (120 mg), 0.6 ml of concentrated hydrochloric acid and 2.6 ml of acetic acid were used. The ester was treated in a similar manner to Example 1-(2) and recrystallized from ethanol, whereby 50 mg of the title compound was obtained.

Workup

  1. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c399555544964306ab8ff86f2ed28a9f
Source dataset
uspto-grants-1992_10
Patent number
US05153203

Reaction notes

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