Acetic Acid → HCID 75216513, compound

HRID 1878581Notes

Reaction equation

HRID 1878581 reaction equation
[N:1]1([C:7]2[N:12]3[N:13]=[C:14]([C:16]4[CH:17]=[N:18][CH:19]=[N:20][CH:21]=4)[CH:15]=[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.C(O)(=O)C.[C:28]1([CH3:36])[CH:33]=[CH:32][CH:31]=[C:30]([CH:34]=O)[CH:29]=1>C(O)C>[CH3:36][C:28]1[CH:29]=[C:30]([CH:31]=[CH:32][CH:33]=1)[CH:34]=[N:23][NH:22][C:9]1[CH:8]=[C:7]([N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)[N:12]2[N:13]=[C:14]([C:16]3[CH:17]=[N:18][CH:19]=[N:20][CH:21]=3)[CH:15]=[C:11]2[N:10]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 121053-MethylbenzaldehydeHCID 70999553HCID 70999553, compound

Product 1

HCID 75216513HCID 75216513, compoundYield 16.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

There was suspended, in ethanol (1.0 mL), (7-morpholin-4-yl-2-pyrimidin-5-yl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine (18 mg, 0.1 mM) prepared in the preceding step 2, then acetic acid (3.0 μL, 0.05 mM) and metatolualdehyde (14 μL, 0.12 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 (4.0 mg, yield: 16.7%).

Workup

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

Sources & evidence

ORD record
ord-e58ff156d42b44f7bd4309d3523c5bdb
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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