HCID 58508729, compound → HCID 46853604, compound

HRID 454548Notes

Reaction equation

HRID 454548 reaction equation
[OH:1][C:2]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[N:32][CH:33]=[N:34][CH:35]=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]>C(Cl)Cl.FC(F)(F)C(O)=O>[OH:1][C:2]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[N:34][CH:33]=[N:32][CH:31]=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

4

Reactant 1

HCID 58508729HCID 58508729, compound

Product 1

HCID 46853604HCID 46853604, compoundYield 76.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution mixture of the obtained tert-butyl 2-(2-hydroxy-5-(pyrimidin-5-yl)benzamido)-4-phenylbenzoate (0.73 g) in methylene chloride (25 mL) and trifluoroacetic acid (10 mL) was stirred at room temperature overnight. The solvent was evaporated under reduced pressure, and water was added to the obtained residue. After adjusting the pH to 6.5 with a saturated aqueous solution of sodium bicarbonate, the solid substance was collected by filtration to obtain 0.49 g of 2-(2-hydroxy-5-(pyrimidin-5-yl)benzamido)-4-phenylbenzoic acid as a white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure, and water
  2. additionwas added to the obtained residue
  3. filtrationthe solid substance was collected by filtration

Sources & evidence

ORD record
ord-7bca0ec7a1c2437abebafb70ed3f5814
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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