HCID 178446151, compound → 9-pentyl-3-[2-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-5-one

HRID 2368604Notes

Reaction equation

HRID 2368604 reaction equation
[O:1]=[C:2]1[NH:10]/[C:9](=[N:11]\[NH:12][C:13](=O)[CH2:14][CH2:15][C:16]2[O:17][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:19][N:20]=2)/[N:8]([CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:7]2[N:6]=[CH:5][NH:4][C:3]1=2>C1(C)C=CC=CC=1>[CH2:28]([N:8]1[C:7]2[N:6]=[CH:5][NH:4][C:3]=2[C:2](=[O:1])[N:10]2[C:13]([CH2:14][CH2:15][C:16]3[O:17][C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[N:19][N:20]=3)=[N:12][N:11]=[C:9]12)[CH2:29][CH2:30][CH2:31][CH3:32]

Participants

3

Reactant 1

HCID 178446151HCID 178446151, compound

Product 1

HCID 576002599-pentyl-3-[2-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-5-oneYield 66.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The mixture of N′-[(2E)-6-oxo-3-pentyl-1,3,6,7-tetrahydro-2H-purin-2-ylidene]-3-(5-phenyl-1,3,4-oxadiazol-2-yl)propanohydrazide (485 mg, 1.11 mmol) in toluene (50 mL) was heated to reflux overnight. The mixture was concentrated to yield the desired product (310 mg, 66.7%). LCMS calculated for C21H23N8O2 (M+H): 419.2. Found 419.2.

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-d6c02ec7646447a4b45c22aae7e6e982
Source dataset
uspto-grants-2014_04
Patent number
US08703783B2

Reaction notes

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