Potassium Hydroxide → HCID 11501224, compound

HRID 2380760Notes

Reaction equation

HRID 2380760 reaction equation
C[O:2][C:3](=[O:26])[CH:4]([NH:12][C:13]([C:15]1[S:16][CH:17]=[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:19]=1)=[O:14])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[OH-].[K+]>C(O)C>[C:6]1([CH2:5][CH:4]([NH:12][C:13]([C:15]2[S:16][CH:17]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:19]=2)=[O:14])[C:3]([OH:26])=[O:2])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 59364047HCID 59364047, compound

Product 1

HCID 11501224HCID 11501224, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3-Phenyl-2-[(4-phenyl-thiazole-2-carbonyl)-amino]-propionic acid methyl ester (74 mg, 0.2 mmol) dissolved in ethanol (4 mL) was added 1N—KOH (0.5 mL, 0.5 mmol) and the mixture was stirred at room temperature for 2 hours. After the solvent was evaporated from the reaction mixture, the residue was dissolved by adding water and acidified (H=2) with 2N—HCl under ice cooling. The produced precipitates were filtered with suction, washed with water to afford 59 mg (yield 80%) of the desired 3-Phenyl-2-[(4-phenyl-thiazole-2-carbonyl)-amino]-propionic acid as white solids.

Workup

  1. customAfter the solvent was evaporated from the reaction mixture
  2. dissolutionthe residue was dissolved
  3. additionby adding water
  4. customThe produced precipitates
  5. filtrationwere filtered with suction
  6. washwashed with water

Sources & evidence

ORD record
ord-727fd310fe214d09987931d38cabf0e6
Source dataset
uspto-grants-2012_09
Patent number
US08257931B2

Reaction notes

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