Acetic Acid → HCID 57879492, compound

HRID 1673496Notes

Reaction equation

HRID 1673496 reaction equation
C(O)(=O)C.CO[CH:7]1[CH2:11][CH2:10][CH:9](OC)O1.[NH2:14][C:15]1[CH:16]=[C:17]([CH:36]=[CH:37][CH:38]=1)[C:18]([NH:20][C:21]1[CH:29]=[C:28]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:27]=[CH:26][C:22]=1[C:23]([OH:25])=[O:24])=[O:19].C(=O)([O-])O.[Na+]>C(OCC)(=O)C>[C:30]1([C:28]2[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[C:21]([NH:20][C:18](=[O:19])[C:17]3[CH:36]=[CH:37][CH:38]=[C:15]([N:14]4[CH:7]=[CH:11][CH:10]=[CH:9]4)[CH:16]=3)[CH:29]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 790982,5-DimethoxytetrahydrofuranHCID 516892Sodium BicarbonateHCID 57879350HCID 57879350, compound

Product 1

HCID 57879492HCID 57879492, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

0.25 mL of acetic acid and 4.3 μL of 2,5-dimethoxytetrahydrofuran were added sequentially to 10 mg of 2-(3-aminobenzamido)-4-phenylbenzoic acid at room temperature and stirred at 90° C. for 5 minutes. Ethyl acetate and a saturated sodium hydrogen carbonate aqueous solution were added to the reaction mixture. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, and the solvent was evaporated under reduced pressure to obtain 8.3 mg of 4-phenyl-2-(3-(1H-pyrrol-1-yl)benzamido) benzoic acid as brown solid.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over anhydrous magnesium sulfate
  3. washafter washed with a saturated sodium chloride aqueous solution
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-4abda276e366436b9a100a7c41aa166f
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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