Trifluoroacetic acid → HCID 77967075, compound

HRID 1878548Notes

Reaction equation

HRID 1878548 reaction equation
FC(F)(F)C(O)=O.[N:8]1([C:14]2[N:19]3[N:20]=[C:21]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH:22]=[C:18]3[N:17]=[C:16]([NH:29][NH2:30])[CH:15]=2)[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1.[Cl:31][C:32]1[CH:39]=[CH:38][C:35]([CH:36]=O)=[CH:34][CH:33]=1>C(O)C>[Cl:31][C:32]1[CH:39]=[CH:38][C:35]([CH:36]=[N:30][NH:29][C:16]2[CH:15]=[C:14]([N:8]3[CH2:13][CH2:12][O:11][CH2:10][CH2:9]3)[N:19]3[N:20]=[C:21]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH:22]=[C:18]3[N:17]=2)=[CH:34][CH:33]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 77264-ChlorobenzaldehydeHCID 70867226HCID 70867226, compound

Product 1

HCID 77967075HCID 77967075, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

There was dissolved, in ethanol (2 mL), trifluoroacetic acid salt of (7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine (28.5 mg, 0.0529 mM), then 4-chloro-benzaldehyde (7.4 mg, 0.053 mM) was added to the solution and the mixture was stirred at room temperature for one hour. This reaction liquid was filtered, the resulting solid was diluted with a saturated aqueous sodium bicarbonate solution and then the solution was extracted with methylene chloride. The extracts thus obtained were combined, dried over anhydrous sodium sulfate, then the solvent was distilled off and the resulting solid was washed with diethyl ether to thus give the title compound (13.0 mg, yield: 57%).

Workup

  1. customThis reaction liquid
  2. filtrationwas filtered
  3. additionthe resulting solid was diluted with a saturated aqueous sodium bicarbonate solution
  4. extractionthe solution was extracted with methylene chloride
  5. customThe extracts thus obtained
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled off
  8. washthe resulting solid was washed with diethyl ether

Sources & evidence

ORD record
ord-112a123da3af454897f3e0e3d79a3b89
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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