Hydrochloric Acid → HCID 68953295, compound

HRID 1453879Notes

Reaction equation

HRID 1453879 reaction equation
[CH3:1][O:2][C:3]1[C:4]([C:18]([O:20]C)=[O:19])=[N:5][N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]([CH3:16])[C:8](=[O:17])[C:7]=12.[OH-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[C:4]([C:18]([OH:20])=[O:19])=[N:5][N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]([CH3:16])[C:8](=[O:17])[C:7]=12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68950972HCID 68950972, compound

Product 1

HCID 68953295HCID 68953295, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 3-methoxy-5-methyl-4-oxo-4,5-dihydropyrazolo[1,5-a]quinoxaline-2-carboxylate (220 mg, 0.7 mmol) in MeOH (5 mL) was added aqueous NaOH (0.91 mL of a 1.0 N solution, 0.91 mmol). The mixture was stirred at ambient temperature for 18 hours. Aqueous HCl (0.16 mL of a 6.0 N solution, 0.96 mmol) was added to the mixture and the solvents were removed under reduced pressure. The residue was triturated in 1:1 MeOH:water and filtered to give the product as a white solid. 1H NMR (400 MHz, d6-DMSO) δ 13.31 (s, 1H), 8.20 (d, J=8.1 Hz, 1H), 7.61 (d, J=7.9 Hz, 1H), 7.55 (t, f=8.0 Hz, 1H), 7.41 (t, J=8.0 Hz, 1H), 7.55 (t, J=8.0 Hz, 1H), 3.99 (s, 3H), 3.60 (s, 3H); ES MS (M+1)=274.

Workup

  1. customthe solvents were removed under reduced pressure
  2. customThe residue was triturated in 1:1 MeOH
  3. filtrationwater and filtered

Sources & evidence

ORD record
ord-1db4ff1f31f24d8087934b5f15424837
Source dataset
uspto-grants-2009_01
Patent number
US07476666B2

Reaction notes

Loading…