Acetic Acid → HCID 136351087, compound

HRID 1878574Notes

Reaction equation

HRID 1878574 reaction equation
[N:1]1([C:7]2[N:12]3[N:13]=[CH:14][C:15]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=4)=[C:11]3[N:10]=[C:9]([NH:22][NH2:23])[CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH:24]([C:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[NH:28][CH:27]=1)=O.C(O)(=O)C>C(O)C>[NH:28]1[C:29]2[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:26]([CH:24]=[N:23][NH:22][C:9]2[CH:8]=[C:7]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)[N:12]3[N:13]=[CH:14][C:15]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=4)=[C:11]3[N:10]=2)=[CH:27]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10256Indole-3-CarboxaldehydeHCID 70999551HCID 70999551, compound

Product 1

HCID 136351087HCID 136351087, compoundYield 51.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (7-morpholin-4-yl-3-pyridin-2-yl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine (25 mg, 0.080 mM) in ethanol (1.5 mL), there were added 3-formyl-indole (18 mg, 0.12 mM) and acetic acid (3 μL) and then the mixture was stirred at room temperature for 3 hours. The precipitated solid was recovered through filtration and then washed with ethanol to thus give the title compound (18 mg, yield: 51%).

Workup

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

Sources & evidence

ORD record
ord-38507e28a5c74dcabe1a36a73d6ccd4f
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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