Benzoic Acid → HCID 12094555, compound

HRID 1760163Notes

Reaction equation

HRID 1760163 reaction equation
OC1C2N=NNC=2C=CC=1.C(N=C=NC(C)C)(C)C.[C:20](O)(=O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[C:29]1([C:35]2[C:39]([NH2:40])=[C:38]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[NH:37][N:36]=2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>C(Cl)Cl.C(#N)C.O>[C:29]1([C:35]2[C:39]([NH:40][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:38]([C:41]3[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=3)[NH:37][N:36]=2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

8

Reactant 4

HCID 243Benzoic AcidHCID 12734DiisopropylcarbodiimideHCID 726119HCID 726119, compoundHCID 178418300HCID 178418300, compound

Product 1

HCID 12094555HCID 12094555, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

574 mg of hydroxybenzotriazole and 822 μl of diisopropylcarbodiimide were added to a solution of 260 mg of benzoic acid in 10 ml of methylene chloride, after which 500 mg of 3,5-diphenyl-1H-pyrazol-4-ylamine in 2 ml of acetonitrile were added dropwise, at 0° C.; the mixture was then stirred at room temperature (RT) for 12 hours (h), after which water was added and the whole was extracted with ethyl acetate. The organic phase was dried over magnesium sulfate and concentrated under reduced pressure. The residue contained the title compound and was used in the following reaction without further purification.

Workup

  1. extractionthe whole was extracted with ethyl acetate
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customwas used in the following reaction without further purification

Sources & evidence

ORD record
ord-8cdca337751d4b6a954b0336b884e88f
Source dataset
uspto-grants-2005_01
Patent number
US06841556B2

Reaction notes

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