Hydrochloric Acid → 7-methyl-8H-1,8-naphthyridin-4-one

HRID 883840Notes

Reaction equation

HRID 883840 reaction equation
C(OC([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[N:10][C:11]([CH3:17])=[CH:12][CH:13]=2)[NH:8][CH:7]=1)=O)C.[OH-].[Na+].Cl>O>[CH3:17][C:11]1[N:10]=[C:9]2[C:14]([C:15]([OH:16])=[CH:6][CH:7]=[N:8]2)=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 5373687Ethyl 7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate

Product 1

HCID 1784229567-methyl-8H-1,8-naphthyridin-4-oneYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of the product from Example 7b (1.30 g, 5.59 mmol) and NaOH (233 mg, 5.82 mmol) in 20 mL of water was heated in a sealed metal reactor at 180° C. for 16 h. Cooled to room temperature and adjusted to pH 6 with 1N HCl. The resulting precipitates was filtered and dried under vacuum giving the title compound as a black solid (743 mg, 82%).

Workup

  1. customThe resulting precipitates
  2. filtrationwas filtered
  3. customdried under vacuum

Sources & evidence

ORD record
ord-c385763234854722b8dd8f16ff9d8b7d
Source dataset
uspto-grants-2012_08
Patent number
US08236950B2

Reaction notes

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