Hydrochloric Acid → HCID 12043845, compound

HRID 2227505Notes

Reaction equation

HRID 2227505 reaction equation
[CH3:1]/[C:2](/[C:14]1[CH:26]=[CH:25][C:17]([O:18][CH2:19][C:20]([O:22]CC)=[O:21])=[CH:16][CH:15]=1)=[CH:3]\[C:4](=[O:13])[NH:5][CH2:6][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CO>[CH3:1]/[C:2](/[C:14]1[CH:15]=[CH:16][C:17]([O:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:25][CH:26]=1)=[CH:3]\[C:4](=[O:13])[NH:5][CH2:6][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 12043844HCID 12043844, compound

Product 1

HCID 12043845HCID 12043845, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.5 g of ethyl [4-[(E)-1-methyl-2-[N-(3-pyridylmethyl)carbamoyl]ethenyl]-phenoxy]acetate from Example 85 was mixed with 0.39 g of anhydrous potassium carbonate and 20 ml of 50% aqueous methanol, and then refluxed for 2 hours. The reaction mixture was adjusted to pH 6 with 3 mol/l HCl while cooling on ice, and the precipitate was filtered and dried to give [4-[(E)-1-methyl-2-[N-(3-pyridylmethyl)carbamoyl]ethenyl]phenoxy]acetic acid (179.6 mg, 39%).

Workup

  1. temperaturerefluxed for 2 hours
  2. temperaturewhile cooling on ice
  3. filtrationthe precipitate was filtered
  4. customdried

Sources & evidence

ORD record
ord-06901b0d5a4f42c6a4694da77b919620
Source dataset
uspto-grants-2002_07
Patent number
US06413995B1

Reaction notes

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