Trifluoroacetic acid → HCID 67459140, compound

HRID 1922076Notes

Reaction equation

HRID 1922076 reaction equation
[CH3:1][O:2][C:3](=[O:38])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([F:16])=[C:12]2[C:7]=1[C:8]([O:34][CH:35]([F:37])[F:36])=[C:9]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26]C(OC(C)(C)C)=O)=[CH:22][CH:21]=1)[C:10]([CH2:17][CH3:18])=[N:11]2.FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][C:3](=[O:38])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([F:16])=[C:12]2[C:7]=1[C:8]([O:34][CH:35]([F:36])[F:37])=[C:9]([CH2:19][C:20]1[CH:21]=[CH:22][C:23]([NH2:26])=[CH:24][CH:25]=1)[C:10]([CH2:17][CH3:18])=[N:11]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67457395HCID 67457395, compound

Product 1

HCID 67459140HCID 67459140, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of [3-(4-tert-butoxycarbonylaminobenzyl)-4-difluoromethoxy-2-ethyl-8-fluoroquinolin-5-yloxy]acetic acid methyl ester (0.11 g) in dichloromethane (2.5 mL) was treated with trifluoroacetic acid (0.25 mL) and the resulting mixture was allowed to stand at room temperature for 1 hour. The mixture was diluted with dichloromethane, washed with saturated aqueous sodium hydrogen carbonate solution and dried over magnesium sulfate. The solvent was removed under reduced pressure to afford title compound as a yellow gum (0.051 g).

Workup

  1. washwashed with saturated aqueous sodium hydrogen carbonate solution
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-50d14584a3264b5e87a9674d3ae7df4c
Source dataset
uspto-grants-2012_05
Patent number
US08173812B2

Reaction notes

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