Sodium Hydroxide → HCID 21935772, compound

HRID 1242292Notes

Reaction equation

HRID 1242292 reaction equation
C([O:3][C:4](=[O:39])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]([CH3:33])[CH:14]([C:16]2[C:17]([CH3:32])=[N:18][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=3)=[CH:20][CH:21]=2)[CH3:15])=[CH:9][C:8]=1[CH2:34][CH2:35][CH2:36][O:37][CH3:38])C.[OH-].[Na+]>C1COCC1.CCO>[CH3:38][O:37][CH2:36][CH2:35][CH2:34][C:8]1[CH:9]=[C:10]([N:13]([CH3:33])[CH:14]([C:16]2[C:17]([CH3:32])=[N:18][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:29])[F:30])[CH:23]=3)=[CH:20][CH:21]=2)[CH3:15])[CH:11]=[CH:12][C:7]=1[O:6][CH2:5][C:4]([OH:39])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67072238HCID 67072238, compound

Product 1

HCID 21935772HCID 21935772, compound

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

0.015 g (0.03 mmol) of the above prepared [rac]-[2-(3-methoxy-propyl)-4-(methyl-{1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-ethyl}-amino)-phenoxy]-acetic acid ethyl ester was dissolved in 0.2 ml of THF/EtOH=1/1, treated with 0.09 ml (3 eq.) of 1N NaOH, and kept at ambient temperature for 0.5 h. The reaction mixture was then poured onto crashed ice/AcOEt/HCl dil., the organic layer washed with water and brine, dried over sodium sulfate, and evaporated to dryness to leave 0.012 g of the title compound as light brown oil.

Workup

  1. additionThe reaction mixture was then poured
  2. washthe organic layer washed with water and brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-adc3b2a2c65844bbb2ce9b17ba4e6eb2
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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