HCID 58508642, compound → HCID 58508590, compound

HRID 454657Notes

Reaction equation

HRID 454657 reaction equation
[OH:1][C:2]1[CH:29]=[CH:28][C:27]([O:30][CH2:31][CH2:32][N:33]2[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]2)=[CH:26][C:3]=1[C:4]([NH:6][C:7]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:17]=[CH:16][C:8]=1[C:9]([O:11]C(C)(C)C)=[O:10])=[O:5]>FC(F)(F)C(O)=O>[OH:1][C:2]1[CH:29]=[CH:28][C:27]([O:30][CH2:31][CH2:32][N:33]2[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]2)=[CH:26][C:3]=1[C:4]([NH:6][C:7]1[CH:19]=[C:18]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:17]=[CH:16][C:8]=1[C:9]([OH:11])=[O:10])=[O:5]

Participants

3

Reactant 1

HCID 58508642HCID 58508642, compound

Product 1

HCID 58508590HCID 58508590, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Trifluoroacetic acid (10 mL) was added to the obtained tert-butyl 2-(2-hydroxy-5-(2-(4-methylpiperazin-1-yl)ethoxy)benzamido)-4-phenylbenzoate (1.2 g), followed by stirring at room temperature for 2 hours. The solvent was evaporated under reduced pressure, and a 30% aqueous solution of methanol was added to the residue. After adjusting the pH to 6.7 with a saturated aqueous solution of sodium bicarbonate, the solid substance was collected from the reaction mixture by filtration to obtain 0.86 g of 2-(2-hydroxy-5-(2-(4-methylpiperazin-1-yl)ethoxy)benzamido)-4-phenylbenzoic acid.

Workup

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

Sources & evidence

ORD record
ord-b4b1c94e6af7482c858d0c3e9108c39e
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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