Acetic Acid → HCID 10473045, compound

HRID 1374966Notes

Reaction equation

HRID 1374966 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=O)[C:9]2=[O:18])=[CH:4][CH:3]=1.[F:19][C:20]1[CH:21]=[C:22]([CH:24]=[C:25]([F:27])[CH:26]=1)[NH2:23].C(O)(=O)C>C(Cl)Cl>[F:19][C:20]1[CH:21]=[C:22]([N:23]=[C:10]2[C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:8]([C:5]3[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=3)[C:9]2=[O:18])[CH:24]=[C:25]([F:27])[CH:26]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 965953,5-DifluoroanilineHCID 21079382HCID 21079382, compound

Product 1

HCID 10473045HCID 10473045, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-(4-hydroxyphenyl)-1H-indole-2,3-dione (30 mg, 0.126 mmol), 3,5-difluoroaniline (170 mg, 1.32 mmol), and a drop of acetic acid was heated at 140° C. for 4 hours in a 3 mL vial. The crude product was suspended in CH2Cl2 and purified by preparative TLC [Eluent: EtOAc/hexane (1:1)] giving the desired product. Procedure D

Workup

  1. custompurified by preparative TLC [Eluent: EtOAc/hexane (1:1)]

Sources & evidence

ORD record
ord-f2b0958e1be54543bc1023299ff7792d
Source dataset
uspto-grants-2007_01
Patent number
US07166635B2

Reaction notes

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