Sodium Hydroxide → HCID 70665216, compound

HRID 1403630Notes

Reaction equation

HRID 1403630 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]([N:18]([CH3:26])[CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:27]([O:29]C)=[O:28])[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]([N:18]([CH3:26])[CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=3)=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:27]([OH:29])=[O:28])[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70665008HCID 70665008, compound

Product 1

HCID 70665216HCID 70665216, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-(4-fluorophenyl)-3-[methyl(pyridin-2-ylmethyl)amino]quinoxaline-6-carboxylate (120 mg, 0.30 mmol) in methanol (30 mL) was added sodium hydroxide (48 mg, 1.20 mmol), and the reaction mixture was stirred overnight at room temperature. The resulting mixture was concentrated in vacuo, diluted with water (20 mL), and adjusted to pH 6 with HCl (2N). The solids were collected by filtration to give 2-(4-fluorophenyl)-3-[methyl(pyridin-2-ylmethyl)amino]quinoxaline-6-carboxylic acid as a yellow solid (66 mg, 57%).

Workup

  1. concentrationThe resulting mixture was concentrated in vacuo
  2. additiondiluted with water (20 mL)
  3. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-843c010dadd7454eb1fe9589c42f9a2f
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

Loading…