Water → HCID 10068838, compound

HRID 981288Notes

Reaction equation

HRID 981288 reaction equation
[NH2:1][C:2]1([C:5]2[C:6]([F:25])=[CH:7][C:8]3[C:18](=[O:19])[C:17]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:16][N:10]4[C@@H:11]([CH3:15])[CH2:12][O:13][C:14]=2[C:9]=34)[CH2:4][CH2:3]1.[C:26](OC(=O)C)(=[O:28])[CH3:27].O>C(Cl)Cl>[C:26]([NH:1][C:2]1([C:5]2[C:6]([F:25])=[CH:7][C:8]3[C:18](=[O:19])[C:17]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:16][N:10]4[C@@H:11]([CH3:15])[CH2:12][O:13][C:14]=2[C:9]=34)[CH2:3][CH2:4]1)(=[O:28])[CH3:27]

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 54380043Pazufloxacin

Product 1

HCID 10068838HCID 10068838, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 33 ml of methylene chloride was suspended 6.43 g of ethyl (S)-10-(1-aminocyclopropyl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine- 6-carboxylate. To the resulting suspension was added 2.27 g of acetic anhydride with ice-cooling. The resulting mixture was stirred at room temperature for 1 hour, and 30 ml of water was added to the reaction mixture. The resulting crystals were collected by filtration to obtain 5.85 g (yield: 81.1%) of ethyl (S)-10-(1-acetylaminocyclopropyl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylate.

Workup

  1. temperaturecooling
  2. filtrationThe resulting crystals were collected by filtration

Sources & evidence

ORD record
ord-ce2c288b9573448c88bca81779d3fdaf
Source dataset
uspto-grants-1991_02
Patent number
US04990508

Reaction notes

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