Hydrochloric Acid → HCID 70664679, compound

HRID 1403627Notes

Reaction equation

HRID 1403627 reaction equation
[CH2:1]([N:8]([CH3:30])[C:9]1[C:10]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)=[N:11][C:12]2[C:17]([N:18]=1)=[CH:16][C:15]([C:19]([O:21]C)=[O:20])=[CH:14][CH:13]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO.O>[CH2:1]([N:8]([CH3:30])[C:9]1[C:10]([C:23]2[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=2)=[N:11][C:12]2[C:17]([N:18]=1)=[CH:16][C:15]([C:19]([OH:21])=[O:20])=[CH:14][CH:13]=2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70665335HCID 70665335, compound

Product 1

HCID 70664679HCID 70664679, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of methyl 3-[benzyl(methyl)amino]-2-(4-fluorophenyl)quinoxaline-6-carboxylate (100 mg, 0.25 mmol) in methanol (20 mL) was added sodium hydroxide (60 mg, 1.50 mmol) in water (5 mL). The resulting solution was stirred overnight at room temperature and the mixture was concentrated in vacuo to give a residue, which was dissolved in water (5 mL), and adjusted to pH to 5 with HCl (2N). The solids were collected by filtration and dried in an oven under reduced pressure to afford 3-[benzyl(methyl)amino]-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid as a yellow solid (58.3 mg, 61%).

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customto give a residue, which
  3. filtrationThe solids were collected by filtration
  4. customdried in an oven under reduced pressure

Sources & evidence

ORD record
ord-b92fffe0aa534a15ad2332c56e39232b
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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