Sodium Hydroxide → HCID 59457491, compound

HRID 1710761Notes

Reaction equation

HRID 1710761 reaction equation
[OH-].[Na+].[CH3:3][CH:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[O:19][CH:20]=[C:21]([CH2:23][C:24]([O:26]C)=[O:25])[N:22]=2)=[CH:14][CH:13]=1>C(O)C>[CH3:3][CH:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[O:19][CH:20]=[C:21]([CH2:23][C:24]([OH:26])=[O:25])[N:22]=2)=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59457488HCID 59457488, compound

Product 1

HCID 59457491HCID 59457491, compoundYield 278.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 2 N aqueous sodium hydroxide solution (2.6 ml, 5.23 mmol, 6 eq) is added to a solution of methyl (2-{4-[2-(2-methylpyrrolidin-1-yl)ethoxy]phenyl}-1,3-oxazol-4-yl)acetate 152 (0.3 g, 0.87 mmol, 1 eq) in ethanol (15 ml). The mixture is stirred at reflux for 3 h and the solvent is then evaporated. The residue is taken up in water, acidified with 2 N hydrochloric acid and the solvent is evaporated under reduced pressure to give 0.8 g of (2-{4-[2-(2-methylpyrrolidin-1-yl)ethoxy]phenyl}-1,3-oxazol-4-yl)acetic acid i53 together with remaining sodium chloride. The compound is used in the next step without any other treatment.

Workup

  1. temperatureat reflux for 3 h
  2. customthe solvent is then evaporated
  3. customthe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-8fb01a9f8a974b8eb72a103fc6854303
Source dataset
uspto-grants-2010_09
Patent number
US07790720B2

Reaction notes

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