Sodium Hydroxide → HCID 14347187, compound

HRID 2232306Notes

Reaction equation

HRID 2232306 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 dimethylformamide-ethanol, 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 dimethylformamide-ethanol

Sources & evidence

ORD record
ord-6d12f1cc2df944378e64470e340a68ef
Source dataset
uspto-grants-1988_11
Patent number
US04788195

Reaction notes

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