HCID 21838743, compound → HCID 15391839, compound

HRID 1740492Notes

Reaction equation

HRID 1740492 reaction equation
[CH2:1]([O:3][C:4]([NH:6][C:7]1[C:11]2[CH:12]=[CH:13][C:14]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:15][C:10]=2[O:9][C:8]=1C(O)=O)=[O:5])[CH3:2]>C(OCC)(=O)C>[C:18]1([CH2:17][O:16][C:14]2[CH:13]=[CH:12][C:11]3[C:7]([NH:6][C:4](=[O:5])[O:3][CH2:1][CH3:2])=[CH:8][O:9][C:10]=3[CH:15]=2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 1

HCID 21838743HCID 21838743, compound

Product 1

HCID 15391839HCID 15391839, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A reactor containing 38.6 g (0.11 mol) of 3-[(ethoxycarbonyl)amino]-6-(phenylmethoxy)benzofuran-2-carboxylic acid under nitrogen is immersed in an oil bath at 185-190° C. for 5 minutes. The residue is then taken up in ethyl acetate and the solution is then washed with an aqueous potassium hydrogencarbonate solution and then with a saturated aqueous sodium chloride solution. The organic phase is then dried over sodium sulphate, the solvent is evaporated and the residue is purified on a silica column with a mixture containing 20% of ethyl acetate in cyclohexane. After trituration in diisopropyl ether, 25 g of product are obtained.

Workup

  1. washthe solution is then washed with an aqueous potassium hydrogencarbonate solution
  2. dry with materialThe organic phase is then dried over sodium sulphate
  3. customthe solvent is evaporated
  4. customthe residue is purified on a silica column with a mixture
  5. additioncontaining 20% of ethyl acetate in cyclohexane

Sources & evidence

ORD record
ord-7fd0082d9add4b44b3c305fd135e6bb8
Source dataset
uspto-grants-1999_10
Patent number
US05969146

Reaction notes

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