Water → HCID 68518269, compound

HRID 1717235Notes

Reaction equation

HRID 1717235 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:15]3[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:29])[CH2:23][C:24]([O:26]CC)=[O:25])=[CH:17][CH:16]=3)[C:11]=2[CH2:12][CH2:13][CH3:14])=[O:6])[CH2:3][CH2:2]1.C(=O)([O-])[O-].[Na+].[Na+].O>CO>[CH:1]1([NH:4][C:5]([C:7]2[N:8]=[N:9][N:10]([C:15]3[CH:16]=[CH:17][C:18]([NH:21][C:22](=[O:29])[CH2:23][C:24]([OH:26])=[O:25])=[CH:19][CH:20]=3)[C:11]=2[CH2:12][CH2:13][CH3:14])=[O:6])[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 10340Sodium CarbonateHCID 68517464HCID 68517464, compound

Product 1

HCID 68518269HCID 68518269, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl 3-[(4-{4-[(cyclopropylamino)carbonyl]-5-propyl-1H-1,2,3-triazol-1-yl}phenyl)amino]-3-oxopropanoate obtained in Example 12 and sodium carbonate (0.80 g) in methanol (10 ml)—water (10 ml) was heated under reflux for 2 hr, and the reaction mixture was concentrated under reduced pressure. The concentrate was acidified with 1N hydrochloric acid and extracted with ethyl acetate. The extract was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was washed with diethyl ether to give the title compound as a colorless powder (0.83 g, 89%).

Workup

  1. temperatureunder reflux for 2 hr
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. washthe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-996d40c14b5d48aaab2452ef46463c30
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

Loading…