Ethyl 3-(3-Aminophenyl)propionate → HCID 59654753, compound

HRID 1444359Notes

Reaction equation

HRID 1444359 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13]([OH:15])=O)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C([O:18][C:19](=[O:29])[CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([NH2:28])[CH:23]=1)C>CCOC(C)=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:12][C:11]([C:13]([NH:28][C:24]3[CH:23]=[C:22]([CH2:21][CH2:20][C:19]([OH:29])=[O:18])[CH:27]=[CH:26][CH:25]=3)=[O:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 82314Ethyl 3-(3-Aminophenyl)propionateHCID 7389915-(4-Fluorophenyl)furan-2-carboxylic acid

Product 1

HCID 59654753HCID 59654753, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Carboxylic acid (76) (53 mg, 0.26 mmol) was coupled to aniline (124) (50 mg, 0.26 mmol) using Method C. During this reaction, hydrolysis occurred. The acid was re-dissolved in EtOAc (2 ml) and the organic layer was washed with 1M HCl (2×1 ml), dried (Na2SO4), filtered and the solvent removed in vacuo. The solid was recrystallised from a hot 10% EtOH in H2O mixture to give the title compound.

Workup

  1. customDuring this reaction, hydrolysis
  2. washthe organic layer was washed with 1M HCl (2×1 ml)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customthe solvent removed in vacuo
  6. customThe solid was recrystallised from a hot 10% EtOH in H2O mixture

Sources & evidence

ORD record
ord-b792c7cdfa494a339293056171715e74
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

Loading…