Sodium Hydroxide → HCID 14347187, compound

HRID 2352176Notes

Reaction equation

HRID 2352176 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:26]=[CH:25][C:17]([O:18][CH2:19][C:20]([O:22]CC)=[O:21])=[CH:16][CH:15]=3)[N:8]=2)=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[N:1]1[CH:2]=[CH:3][C:4]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:26]=[CH:25][C:17]([O:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:16][CH:15]=3)[N:8]=2)=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14347186HCID 14347186, compound

Product 1

HCID 14347187HCID 14347187, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

An 800 mg portion of [4-[[4-(4-pyridinyl)-2-pyrimidinyl]amino]phenoxy]acetic acid, ethyl ester was dissolved in 100 ml of ethanol and 10.7 ml of 1N sodium hydroxide was added. The mixture was stirred for 2 hours, the solvent removed and the residue dissolved in 5 ml of water. The pH was adjusted to 7.0 with 1N hydrochloric acid and the solid collected, washed with water and dried. The solid was recrystallized from dimethylformamideethanol, giving 600 mg of the desired product as yellow crystals, mp 308°-310° C.

Workup

  1. customthe solvent removed
  2. dissolutionthe residue dissolved in 5 ml of water
  3. customthe solid collected
  4. washwashed with water
  5. customdried
  6. customThe solid was recrystallized from dimethylformamideethanol

Sources & evidence

ORD record
ord-ea92011f588b43548aea292a31112d31
Source dataset
uspto-grants-1989_10
Patent number
US04876252

Reaction notes

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