Hydrochloric Acid → HCID 70665309, compound

HRID 1403650Notes

Reaction equation

HRID 1403650 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]([N:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:23]([O:25]C)=[O:24])[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]([N:18]3[CH2:19][CH2:20][CH2:21][CH2:22]3)=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:23]([OH:25])=[O:24])[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70664630HCID 70664630, compound

Product 1

HCID 70665309HCID 70665309, compoundYield 61.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 2-(4-fluorophenyl)-3-(pyrrolidin-1-yl)quinoxaline-6-carboxylate (72 mg, 0.20 mmol) in methanol (20 mL) was added sodium hydroxide (50 mg, 1.25 mmol). After stirring overnight at room temperature, the reaction mixture was concentrated under reduced pressure to afford a residue, which was dissolved in water (10 mL), adjusted to pH 6 with hydrochloric acid (3N). The product formed a precipitate and was filtered to give 2-(4-fluorophenyl)-3-(pyrrolidin-1-yl)quinoxaline-6-carboxylic acid as a light yellow solid (41.5 mg, 60%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customto afford a residue, which
  3. customThe product formed a precipitate
  4. filtrationwas filtered

Sources & evidence

ORD record
ord-607b5e85338e4fe2819a93cadc21d5bd
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

Loading…