Lithium Hydroxide → HCID 21935890, compound

HRID 1242313Notes

Reaction equation

HRID 1242313 reaction equation
C([O:3][C:4](=[O:37])[C:5]([CH3:36])([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N:14]([CH3:35])[C:15](=[O:34])[CH2:16][C:17]2[C:18]([CH3:33])=[N:19][C:20]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=3)=[CH:21][CH:22]=2)[CH:9]=1)[CH3:6])C.[Li+].[OH-]>C1COCC1.CO>[CH3:36][C:5]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N:14]([CH3:35])[C:15](=[O:34])[CH2:16][C:17]2[C:18]([CH3:33])=[N:19][C:20]([C:23]3[CH:24]=[CH:25][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:27][CH:28]=3)=[CH:21][CH:22]=2)[CH:9]=1)([CH3:6])[C:4]([OH:37])=[O:3]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 53627829HCID 53627829, compound

Product 1

HCID 21935890HCID 21935890, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

0.50 g (0.97 mmol) of the above prepared 2-methyl-2-[3-(methyl-{2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetyl}-amino)-phenoxy]-propionic acid ethyl ester was dissolved in 15 ml of THF/MeOH=2:1. To the stirred solution was added 1.16 ml of a LiOH-solution (1 molar in water). After 6 hours, the reaction mixture was poured into crashed ice/HCl and extracted twice with CH2Cl2; the organic layers were washed with water, dried over magnesium sulfate, filtered and evaporated to give 0.47 g of pure title compound as colorless foam.

Workup

  1. additionthe reaction mixture was poured
  2. extractionextracted twice with CH2Cl2
  3. washthe organic layers were washed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-654de5f8243a4e50857e25d5b44564a3
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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