Acetic Acid → HCID 137252529, compound

HRID 1878579Notes

Reaction equation

HRID 1878579 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:24]=[C:11]3[N:12]=[C:13]([NH:22][NH2:23])[CH:14]=[C:15]([N:16]4[CH2:21][CH2:20][O:19][CH2:18][CH2:17]4)[N:10]3[N:9]=2)=[CH:4][CH:3]=1.C(O)(=O)C.[CH:29]1[CH:34]=[C:33]2[C:35]([CH:38]=O)=[CH:36][NH:37][C:32]2=[CH:31][CH:30]=1>C(O)C>[NH:37]1[C:32]2[C:33](=[CH:34][CH:29]=[CH:30][CH:31]=2)[C:35]([CH:38]=[N:23][NH:22][C:13]2[CH:14]=[C:15]([N:16]3[CH2:17][CH2:18][O:19][CH2:20][CH2:21]3)[N:10]3[N:9]=[C:8]([C:5]4[CH:6]=[N:7][C:2]([CH3:1])=[CH:3][CH:4]=4)[CH:24]=[C:11]3[N:12]=2)=[CH:36]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10256Indole-3-CarboxaldehydeHCID 70999566HCID 70999566, compound

Product 1

HCID 137252529HCID 137252529, compoundYield 47.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

There was suspended, in ethanol (3.0 mL), [2-(6-methyl-pyridin-3-yl)-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidin-5-yl]-hydrazine (70 mg, 0.22 mM), then acetic acid (6.3 μL, 0.11 mM) and indole-3-carboxy-aldehyde (35 mg, 0.24 mM) were added to the suspension and the mixture was stirred at room temperature for 16 hours. The precipitated solid was recovered through filtration and then washed with diethyl ether to thus give the title compound (46 mg, yield: 47%).

Workup

  1. filtrationThe precipitated solid was recovered through filtration
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-5bdfa5a581584309addb76d6aca7e32a
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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