Hydrochloric Acid → (3S)-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 580595Notes

Reaction equation

HRID 580595 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[C@@H: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[C@@H:21]([CH3:25])[CH2:22][O:23][C:24]=2[C:19]=34)[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70419344(3S)-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

Product 1

HCID 67308365(3S)-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

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of (3S)-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 (0.6 g) in ethanol (8 ml) and ethanolic hydrochloride solution (10 ml) was stirred for 1.5 hours at room temperature and then concentrated. To the residue was added ethanol and the resulting precipitate was collected by filtration to give the title compound (0.44 g) as yellowish powder, mp 285° C. (decompd.).

Workup

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

Sources & evidence

ORD record
ord-1590dd5fbb4340a0878cc56ed05042bb
Source dataset
uspto-grants-1988_06
Patent number
US04753953

Reaction notes

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