Acetic Acid → HCID 136638193, compound

HRID 1878570Notes

Reaction equation

HRID 1878570 reaction equation
[CH3:1][C:2]1[CH:18]=[C:5]2[N:6]=[C:7]([NH:16][NH2:17])[CH:8]=[C:9]([N:10]3[CH2:15][CH2:14][O:13][CH2:12][CH2:11]3)[N:4]2[N:3]=1.C(O)(=O)C.[CH:23]1[CH:28]=[C:27]2[C:29]([CH:32]=O)=[CH:30][NH:31][C:26]2=[CH:25][CH:24]=1>C(O)C>[NH:31]1[C:26]2[C:27](=[CH:28][CH:23]=[CH:24][CH:25]=2)[C:29]([CH:32]=[N:17][NH:16][C:7]2[CH:8]=[C:9]([N:10]3[CH2:11][CH2:12][O:13][CH2:14][CH2:15]3)[N:4]3[N:3]=[C:2]([CH3:1])[CH:18]=[C:5]3[N:6]=2)=[CH:30]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10256Indole-3-CarboxaldehydeHCID 70999609HCID 70999609, compound

Product 1

HCID 136638193HCID 136638193, compoundYield 71.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

There was dissolved, in ethanol (2 mL), (2-methyl-7-morpholin-4-yl-pyrazolo-[1,5-a]pyrimidin-5-yl)-hydrazine (24.5 mg, 0.0988 mM) and then acetic acid (5.0 μL, 0.087 mM) and indole-3-carboxyaldehyde (15.8 mg, 0.109 mM) were added to the solution and the mixture was stirred at room temperature for 2 hours. This reaction liquid was filtered and then the resulting solid was washed with methanol to thus give the title compound (26.4 mg, yield: 71%).

Workup

  1. customThis reaction liquid
  2. filtrationwas filtered
  3. washthe resulting solid was washed with methanol

Sources & evidence

ORD record
ord-de94b367f77540639ed28db4439b2b07
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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