Sodium Hydroxide → HCID 23694245, compound

HRID 1859852Notes

Reaction equation

HRID 1859852 reaction equation
[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][NH:20][C:21](=[O:34])[C:22]2[CH:27]=[CH:26][C:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=3)=[CH:24][CH:23]=2)=[CH:13][CH:12]=1)[C:5]([O:7]CC)=[O:6])[CH3:2].[OH-].[Na+:36]>CO>[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:17][CH2:18][CH2:19][NH:20][C:21](=[O:34])[C:22]2[CH:23]=[CH:24][C:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=3)=[CH:26][CH:27]=2)=[CH:15][CH:16]=1)[C:5]([O-:7])=[O:6])[CH3:2].[Na+:36]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9847187HCID 9847187, compound

Product 1

HCID 23694245HCID 23694245, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 2-ethoxy-3-[4-[2-(4-pyridine-2-ylbenzoylamino)ethoxy]phenyl]propionate (135 mg), which is the product of Example 1, in methanol (2 ml) an aqueous solution of sodium hydroxide (1N, 0.55 ml) was added. The mixture was stirred at room temperature for 2 hours. At the end of this time the methanol was evaporated under reduced pressure and an aqueous solution of hydrogen chloride (1N, 0.55 ml) and ethyl acetate were added to the residue. The ethyl acetate layer was separated and dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to afford the desired compound (121 mg) as a gum.

Workup

  1. customAt the end of this time the methanol was evaporated under reduced pressure
  2. additionan aqueous solution of hydrogen chloride (1N, 0.55 ml) and ethyl acetate were added to the residue
  3. customThe ethyl acetate layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-44640ea516be42b0b5628cc9da749dc1
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

Loading…