Potassium Nitrate → HCID 59003036, compound

HRID 561176Notes

Reaction equation

HRID 561176 reaction equation
[F:1][C:2]1[C:3]([F:23])=[C:4]2[O:9][CH2:8][C@H:7]([CH2:10][F:11])[N:6]3[CH:12]=[C:13]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:14](=[O:17])[C:15]([CH:16]=1)=[C:5]23.[N+:24]([O-])([O-:26])=[O:25].[K+]>OS(O)(=O)=O>[F:1][C:2]1[C:3]([F:23])=[C:4]2[O:9][CH2:8][C@H:7]([CH2:10][F:11])[N:6]3[CH:12]=[C:13]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:14](=[O:17])[C:15]([C:16]=1[N+:24]([O-:26])=[O:25])=[C:5]23

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 66999589HCID 66999589, compound

Product 1

HCID 59003036HCID 59003036, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of ethyl (3R)-9,10-difluoro-3-fluoromethyl-2,3-dihydro-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate (500 mg, 1.53 mmol) in H2SO4 (5.0 mL), was added KNO3 (216 mg, 2.14 mmol) under cooling with ice, the whole mixture was stirred under cooling with ice for 2 h. The reaction mixture was poured into ice-water and the resulting precipitates were collected by filtration. The filtered precipitates were washed with water, and dried in vacuo to give ethyl (3R)-9,10-difluoro-3-fluoromethyl-2,3-dihydro-8-nitro-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate (453 mg, 80%) as a pale brown powder.

Workup

  1. temperatureunder cooling with ice
  2. temperatureunder cooling with ice for 2 h
  3. customthe resulting precipitates
  4. filtrationwere collected by filtration
  5. customThe filtered precipitates
  6. washwere washed with water
  7. customdried in vacuo

Sources & evidence

ORD record
ord-8f6faf24405a4cf9aa7f44845efdd756
Source dataset
uspto-grants-2011_11
Patent number
US08063221B2

Reaction notes

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