HCID 178446139, compound → 9-pentyl-3-phenyl-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-5-one

HRID 1664526Notes

Reaction equation

HRID 1664526 reaction equation
[O:1]=[C:2]1[NH:10]/[C:9](=[N:11]\[N:12]=[CH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)/[N:8]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:7]2[N:6]=[CH:5][NH:4][C:3]1=2>C(O)(=O)C>[CH2:20]([N:8]1[C:7]2[N:6]=[CH:5][NH:4][C:3]=2[C:2](=[O:1])[N:10]2[C:13]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[N:12][N:11]=[C:9]12)[CH2:21][CH2:22][CH2:23][CH3:24]

Participants

3

Reactant 1

HCID 178446139HCID 178446139, compound

Product 1

HCID 576002069-pentyl-3-phenyl-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-5-oneYield 22%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of benzaldehyde [(2E)-6-oxo-3-pentyl-1,3,6,7-tetrahydro-2h-purin-2-ylidene]hydrazone (140 mg, 0.432 mmol) in acetic acid (5 ml) was stirred at 130° C. for 5 hours. The reaction mixture was concentrated in vacuo and purified by prep LCMS to yield the desired product (30 mg, 22% yield). LCMS calculated for C17H19N6O (M+H): 323.2. found: 323.2.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified by prep LCMS

Sources & evidence

ORD record
ord-cf26fb486ff14144865bf1bd67058241
Source dataset
uspto-grants-2011_10
Patent number
US08039478B2

Reaction notes

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