HCID 58508818, compound → HCID 58508938, compound

HRID 454661Notes

Reaction equation

HRID 454661 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][O:11][C:12]2[CH:13]=[CH:14][C:15]([OH:40])=[C:16]([CH:39]=2)[C:17]([NH:19][C:20]2[CH:32]=[C:31]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH:30]=[CH:29][C:21]=2[C:22]([O:24]C(C)(C)C)=[O:23])=[O:18])[CH2:5][CH2:4]1)[CH3:2]>FC(F)(F)C(O)=O>[CH2:1]([N:3]1[CH2:4][CH2:5][N:6]([CH2:9][CH2:10][O:11][C:12]2[CH:13]=[CH:14][C:15]([OH:40])=[C:16]([CH:39]=2)[C:17]([NH:19][C:20]2[CH:32]=[C:31]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH:30]=[CH:29][C:21]=2[C:22]([OH:24])=[O:23])=[O:18])[CH2:7][CH2:8]1)[CH3:2]

Participants

3

Reactant 1

HCID 58508818HCID 58508818, compound

Product 1

HCID 58508938HCID 58508938, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Trifluoroacetic acid (10 mL) was added to the obtained tert-butyl 2-(5-(2-(4-ethylpiperazin-1-yl)ethoxy)-2-hydroxybenzamido)-4-phenylbenzoate, followed by stirring at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and a 30% aqueous solution of methanol (16 mL) was added to the residue. After adjusting the pH to 6.5 with a saturated aqueous solution of sodium bicarbonate, the solid substance was collected from the reaction mixture by filtration to obtain 1.1 g of 2-(5-(2-(4-ethylpiperazin-1-yl)ethoxy)-2-hydroxybenzamido)-4-phenylbenzoic acid as a white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additiona 30% aqueous solution of methanol (16 mL) was added to the residue
  3. filtrationthe solid substance was collected from the reaction mixture by filtration

Sources & evidence

ORD record
ord-daebb715d7d9440b9a5a27d096473fd9
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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