Acetic Acid → HCID 77933883, compound

HRID 1878578Notes

Reaction equation

HRID 1878578 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.[C:29]1([CH3:37])[CH:34]=[CH:33][CH:32]=[C:31]([CH:35]=O)[CH:30]=1>C(O)C>[CH3:37][C:29]1[CH:30]=[C:31]([CH:32]=[CH:33][CH:34]=1)[CH:35]=[N:23][NH:22][C:13]1[CH:14]=[C:15]([N:16]2[CH2:17][CH2:18][O:19][CH2:20][CH2:21]2)[N:10]2[N:9]=[C:8]([C:5]3[CH:6]=[N:7][C:2]([CH3:1])=[CH:3][CH:4]=3)[CH:24]=[C:11]2[N:12]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 121053-MethylbenzaldehydeHCID 70999566HCID 70999566, compound

Product 1

HCID 77933883HCID 77933883, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

There was suspended, in ethanol (3 mL), [2-(6-methyl-pyridin-3-yl)-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidin-5-yl]-hydrazine (70 mg, 0.22 mM) prepared in the preceding step 2, then acetic acid (6.3 μL, 0.11 mM) and metatolualdehyde (28 μL, 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 (50.2 mg, yield: 53%).

Workup

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

Sources & evidence

ORD record
ord-96e26adbefaa4117a2770056dc856b9d
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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