Sodium Carbonate → HCID 86613808, compound

HRID 2378129Notes

Reaction equation

HRID 2378129 reaction equation
[CH:1]([O:4][C:5]([N:7]1[C:16]2[C:11](=[N:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[C@H:10]([NH:19]C(=O)C)[CH2:9][C@@H:8]1[CH3:23])=[O:6])([CH3:3])[CH3:2].C(=O)([O-])[O-].[Na+].[Na+]>Cl>[CH:1]([O:4][C:5]([N:7]1[C:16]2[C:11](=[N:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[C@H:10]([NH2:19])[CH2:9][C@@H:8]1[CH3:23])=[O:6])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 86760803HCID 86760803, compound

Product 1

HCID 86613808HCID 86613808, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Heat at 80° C. a solution of (+/−)-cis-4-acetylamino-6-methoxy-2-methyl -3,4-dihydro-2H-[1,5]naphthyridine-1-carboxylic acid isopropyl ester (405 mg, 1.261 mmol) in 5 N HCl (3 mL) for 3 h. Cool the reaction mixture to room temperature, pour into a saturated solution of sodium carbonate, and extract with dichloromethane. Dry the organic layer over anhydrous sodium sulfate, filter, and remove the solvent under reduced pressure, to afford the title compound (0.315 g, 89%). MS (ES+): 280 (M+H).

Workup

  1. extractionextract with dichloromethane
  2. dry with materialDry the organic layer over anhydrous sodium sulfate
  3. filtrationfilter
  4. customremove the solvent under reduced pressure

Sources & evidence

ORD record
ord-46d21af7e635485296be36fd24126f3d
Source dataset
uspto-grants-2008_12
Patent number
US07470705B2

Reaction notes

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