Trifluoroacetic acid → HCID 77967071, compound

HRID 1878556Notes

Reaction equation

HRID 1878556 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:40]=[CH:39][CH:38]=[CH:37][C:34]=1[CH:35]=O)#[N:32]>C(O)C>[C:31]([C:33]1[CH:40]=[CH:39][CH:38]=[CH:37][C:34]=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)#[N:32]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 1012092-CyanobenzaldehydeHCID 70867226HCID 70867226, compound

Product 1

HCID 77967071HCID 77967071, compoundYield 102.6%

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 2-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 (22.2 mg, yield: 94%).

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-0dd47d5ffe6143aa9fc204917c9f606d
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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