HCID 68961745, compound → HCID 57667977, compound

HRID 2191836Notes

Reaction equation

HRID 2191836 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][CH2:12][C:13]3[CH:25]=[CH:24][C:16]([C:17]([O:19]C(C)(C)C)=[O:18])=[C:15]([NH:26][C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([OH:33])[CH:28]=4)[CH:14]=3)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1>FC(F)(F)C(O)=O>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][CH2:12][C:13]3[CH:25]=[CH:24][C:16]([C:17]([OH:19])=[O:18])=[C:15]([NH:26][C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([OH:33])[CH:28]=4)[CH:14]=3)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 68961745HCID 68961745, compound

Product 1

HCID 57667977HCID 57667977, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Trifluoroacetic acid 10 mL was added to the obtained tert-butyl 4-(2-(2,3-dihydro[1,4]benzodioxin-6-yl)ethyl)-2-((3-hydroxyphenyl)amino)benzoate, and it was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, and the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 55-75% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 4-(2-(2,3-dihydro[1,4]benzodioxin-6-yl)ethyl)-2-((3-hydroxyphenyl)amino)benzoic acid 8.1 mg of a white solid.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-df5381c46b8e4492ae2f79f4c4a05c23
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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