Trifluoroacetic acid → HCID 58508434, compound

HRID 454733Notes

Reaction equation

FC(F)(F)C(O)=O.[CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[CH:30]=[CH:29][C:21]([C:22]([O:24]C(C)(C)C)=[O:23])=[C:20]([NH:31][C:32]([C:34]3[CH:35]=[N:36][CH:37]=[C:38]([C:40]4[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=4)[CH:39]=3)=[O:33])[CH:19]=2)=[CH:10][N:9]=1>>[CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[CH:30]=[CH:29][C:21]([C:22]([OH:24])=[O:23])=[C:20]([NH:31][C:32]([C:34]3[CH:35]=[N:36][CH:37]=[C:38]([C:40]4[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=4)[CH:39]=3)=[O:33])[CH:19]=2)=[CH:10][N:9]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 58508808HCID 58508808, compound

Product 1

HCID 58508434HCID 58508434, compoundYield 91.2%

Procedure

Trifluoroacetic acid (5 mL) was added to the obtained tert-butyl 4-(isoquinolin-4-yl)-2-(5-phenylpyridine-3-carboxamido)benzoate (0.10 g), followed by stirring at room temperature for 4 hours. The solvent was evaporated under reduced pressure, and ethyl acetate and water were added to the residue. After adjusting the pH to 6.5 with a 2 mol/L aqueous solution of sodium hydroxide, the solid substance was collected by filtration to obtain 81 mg of 4-(isoquinolin-4-yl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid as a light yellow solid.

Workup

customThe solvent was evaporated under reduced pressure, and ethyl acetate and water
additionwere added to the residue
filtrationthe solid substance was collected by filtration

Sources & evidence

ORD record: ord-f892206fadd1486386c4028e3b6c6c56
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492582B2

Reaction notes

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