HCID 178446148, compound → 3-(4-methoxybenzyl)-9-pentyl-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-5-one

HRID 1664543Notes

Reaction equation

HRID 1664543 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([NH:12]/[N:13]=[C:14]2\[NH:15][C:16](=[O:28])[C:17]3[NH:18][CH:19]=[N:20][C:21]=3[N:22]\2[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=O)=[CH:5][CH:4]=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]2[N:15]3[C:16](=[O:28])[C:17]4[NH:18][CH:19]=[N:20][C:21]=4[N:22]([CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[C:14]3=[N:13][N:12]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 178446148HCID 178446148, compound

Product 1

HCID 576001653-(4-methoxybenzyl)-9-pentyl-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-5-oneYield 95.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The mixture of 2-(4-methoxyphenyl)-N′-[(2E)-6-oxo-3-pentyl-1,3,6,7-tetrahydro-2H-purin-2-ylidene]acetohydrazide (0.66 g, 1.4 mmol) in toluene (30 mL) was refluxed overnight. The reaction mixture was concentrated to give the crude product as a solid. The solid was washed with ethyl acetate and dried to yield the desired product (490 mg, 92%). LCMS calculated for C19H23N6O2 (M+H): 367.2. found: 367.2.

Workup

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was concentrated
  3. customto give the crude product as a solid
  4. washThe solid was washed with ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-266eeffa0ace4287b127434eb1e24332
Source dataset
uspto-grants-2011_10
Patent number
US08039478B2

Reaction notes

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