4-Hydroxybenzaldehyde → HCID 136351086, compound

HRID 1878555Notes

Reaction equation

HRID 1878555 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.[OH:31][C:32]1[CH:39]=[CH:38][C:35]([CH:36]=O)=[CH:34][CH:33]=1>C(O)C>[OH: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 1264-HydroxybenzaldehydeHCID 6422Trifluoroacetic acidHCID 70867226HCID 70867226, compound

Product 1

HCID 136351086HCID 136351086, compoundYield 91.2%

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 (25.0 mg, 0.0464 mM), then 4-hydroxy-benzaldehyde (6.2 mg, 0.051 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 (19.2 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-41516d074f7f49d8a0d09665991a8bd9
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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