Trifluoroacetic acid → HCID 77967091, compound

HRID 1878547Notes

Reaction equation

HRID 1878547 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:33]=[C:34]([CH:37]=[CH:38][CH:39]=1)[CH:35]=O>C(O)C>[Cl:31][C:32]1[CH:33]=[C:34]([CH:37]=[CH:38][CH:39]=1)[CH:35]=[N:30][NH:29][C:16]1[CH:15]=[C:14]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:19]2[N:20]=[C:21]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:22]=[C:18]2[N:17]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 114773-ChlorobenzaldehydeHCID 70867226HCID 70867226, compound

Product 1

HCID 77967091HCID 77967091, compoundYield 34%

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 (30.8 mg, 0.0572 mM), then 3-chloro-benzaldehyde (6.5 μL, 0.057 mM) was added to the solution and the mixture was stirred at room temperature for one hour. This reaction liquid was filtered and the resulting solid was purified by the NH-silica gel column chromatography (methylene chloride) to thus give the title compound (9.6 mg, yield: 34%).

Workup

  1. customThis reaction liquid
  2. filtrationwas filtered
  3. customthe resulting solid was purified by the NH-silica gel column chromatography (methylene chloride)

Sources & evidence

ORD record
ord-3142cbaae3754482942db818f95c0d1a
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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