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

HRID 580593

Reaction equation

HRID 580593 reaction equation
C(OC([NH:8][C@H:9]1[C@@H:13]([CH3:14])[CH2:12][N:11]([C:15]2[C:16]([F:33])=[CH:17][C:18]3[C:28](=[O:29])[C:27]([C:30]([OH:32])=[O:31])=[CH:26][N:20]4[CH:21]([CH3:25])[CH2:22][O:23][C:24]=2[C:19]=34)[CH2:10]1)=O)(C)(C)C.[ClH:34]>C(O)C>[ClH:34].[NH2:8][C@H:9]1[C@@H:13]([CH3:14])[CH2:12][N:11]([C:15]2[C:16]([F:33])=[CH:17][C:18]3[C:28](=[O:29])[C:27]([C:30]([OH:32])=[O:31])=[CH:26][N:20]4[CH:21]([CH3:25])[CH2:22][O:23][C:24]=2[C:19]=34)[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 7041939710-(cis-3-t-Butoxycarbonylamino-4-methyl-1-pyrrolidinyl)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid

Product 1

HCID 7041983210-(cis-3-Amino-4-methyl-1-pyrrolidinyl)-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 702EthanolSolvent

Procedure

A mixture of 10-(cis-3-t-butoxycarbonylamino-4-methyl-1-pyrrolidinyl)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid (0.55 g) in ethanol (8 ml) and ethanolic hydrochloride solution (10 ml) was stirred for 2 hours at room temperature and then concentrated. To the resulting residue was added ethanol and the resulting precipitate was collected by filtration and then washed with hot ethanol to give the title compound (0.5 g) as yellowish powder, mp 298° C. (decompd.)

Workup

  1. concentrationconcentrated
  2. additionTo the resulting residue was added ethanol
  3. filtrationthe resulting precipitate was collected by filtration
  4. washwashed with hot ethanol

Sources & evidence

ORD record
ord-f194e868aec84d8e86ff5e1b8948d87c
Source dataset
uspto-grants-1988_06
Patent number
US04753953

Linked notes

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