Trifluoroacetic acid → HCID 58508647, compound

HRID 454721Notes

Reaction equation

HRID 454721 reaction equation
FC(F)(F)C(O)=O.[CH2:8]([N:10]1[CH2:15][CH2:14][CH:13]([C:16]2[CH:17]=[CH:18][C:19]([OH:44])=[C:20]([CH:43]=2)[C:21]([NH:23][C:24]2[CH:36]=[C:35]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[CH:34]=[CH:33][C:25]=2[C:26]([O:28]C(C)(C)C)=[O:27])=[O:22])[CH2:12][CH2:11]1)[CH3:9]>>[CH2:8]([N:10]1[CH2:11][CH2:12][CH:13]([C:16]2[CH:17]=[CH:18][C:19]([OH:44])=[C:20]([CH:43]=2)[C:21]([NH:23][C:24]2[CH:36]=[C:35]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[CH:34]=[CH:33][C:25]=2[C:26]([OH:28])=[O:27])=[O:22])[CH2:14][CH2:15]1)[CH3:9]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58508578HCID 58508578, compound

Product 1

HCID 58508647HCID 58508647, compoundYield 14.1%

Procedure

Trifluoroacetic acid (2.0 mL) was added to the obtained tert-butyl 2-(5-(1-ethylpiperidin-4-yl)-2-hydroxybenzamido)-4-phenylbenzoate (0.040 g), followed by stirring at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and methanol and water were added to the residue. After adjusting the pH to 6.0 with a saturated aqueous solution of sodium bicarbonate, the solid substance was collected from the reaction mixture by filtration to obtain 5.0 mg of 2-(5-(1-ethylpiperidin-4-yl)-2-hydroxybenzamido)-4-phenylbenzoic acid as a white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure, and methanol and water
  2. additionwere added to the residue
  3. filtrationthe solid substance was collected from the reaction mixture by filtration

Sources & evidence

ORD record
ord-934eca1c0e98404d8ef7b82db86540a6
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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