Trifluoroacetic acid → HCID 71239393, compound

HRID 1424269Notes

Reaction equation

HRID 1424269 reaction equation
[CH3:1][C:2]1([CH3:32])[CH2:5][CH:4]([CH:6]([NH:20][C:21]2[CH:22]=[N:23][C:24]3[C:29]([CH:30]=2)=[CH:28][C:27]([F:31])=[CH:26][CH:25]=3)[C:7]2[CH:19]=[CH:18][C:10]([C:11]([O:13]C(C)(C)C)=[O:12])=[CH:9][CH:8]=2)[CH2:3]1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][C:2]1([CH3:32])[CH2:3][CH:4]([CH:6]([NH:20][C:21]2[CH:22]=[N:23][C:24]3[C:29]([CH:30]=2)=[CH:28][C:27]([F:31])=[CH:26][CH:25]=3)[C:7]2[CH:19]=[CH:18][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=2)[CH2:5]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71239307HCID 71239307, compound

Product 1

HCID 71239393HCID 71239393, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a flask containing tert-butyl 4-((3,3-dimethylcyclobutyl)(6-fluoroquinolin-3-ylamino)methyl)benzoate (13.0 mg, 0.0300 mmol) was added anhydrous methylene chloride (0.150 mL) and trifluoroacetic acid (0.150 mL, 0.0300 mmol). The reaction was stirred at room temperature for 1 h. The mixture was concentrated and azeotrophed with toluene to provide crude 4-((3,3-dimethylcyclobutyl)(6-fluoroquinolin-3-ylamino)methyl)benzoic acid (11 mg, 96% yield) as an oil. (M+1): 379.2.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-57f54547fe584bca9dce35fc76d54aaf
Source dataset
uspto-grants-2015_01
Patent number
US08927577B2

Reaction notes

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