Trifluoroacetic acid → HCID 77967102, compound

HRID 1878557Notes

Reaction equation

HRID 1878557 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.[C:31]([C:33]1[CH:34]=[C:35]([CH:38]=[CH:39][CH:40]=1)[CH:36]=O)#[N:32]>C(O)C>[C:31]([C:33]1[CH:34]=[C:35]([CH:38]=[CH:39][CH:40]=1)[CH:36]=[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)#[N:32]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 90670m-FormylbenzonitrileHCID 70867226HCID 70867226, compound

Product 1

HCID 77967102HCID 77967102, compoundYield 109.1%

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 (30.0 mg, 0.0557 mM), then 3-cyano-benzaldehyde (6.7 mg, 0.061 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 (methanol/methylene chloride=1/20) to thus give the title compound (23.6 mg, yield: quantitative).

Workup

  1. customThis reaction liquid
  2. filtrationwas filtered
  3. customthe resulting solid was purified by the NH-silica gel column chromatography (methanol/methylene chloride=1/20)

Sources & evidence

ORD record
ord-9974cd28abf5462ead5a40e135afc199
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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