HCID 57600209, compound → HCID 25062522, compound

HRID 1787775Notes

Reaction equation

HRID 1787775 reaction equation
COC1C=CC(C[N:8]2[C:16]3[C:15](=[O:17])[N:14]4[C:18]([CH3:21])=[N:19][N:20]=[C:13]4[N:12]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:11]=3[N:10]=[C:9]2[C:27]2[CH:28]=[N:29][N:30]([CH3:32])[CH:31]=2)=CC=1>FC(F)(F)C(O)=O>[CH3:21][C:18]1[N:14]2[C:15](=[O:17])[C:16]3[NH:8][C:9]([C:27]4[CH:28]=[N:29][N:30]([CH3:32])[CH:31]=4)=[N:10][C:11]=3[N:12]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:13]2=[N:20][N:19]=1

Participants

3

Reactant 1

HCID 57600209HCID 57600209, compound

Product 1

HCID 25062522HCID 25062522, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

6-(4-Methoxybenzyl)-3-methyl-7-(1-methyl-1H-pyrazol-4-yl)-9-pentyl-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-5-one (50 mg, 0.10 mmol) in trifluoroacetic acid (5 mL) was stirred at 60° C. overnight. The mixture was concentrated, and the residue was purified by preparative LC-MS to give final product. 1HNMR (300 MHz, CD3OD): δ 8.23 (d, J=4.9 Hz, 1H), 8.05 (d, J=4.9 Hz, 1H), 4.45 (t, J=7.0 Hz, 2H), 3.98 (s, 3H), 2.46 (s, 3H), 1.93 (m, 2H), 1.41 (m, 4H), 0.92 (m, 3H). LCMS calculated for C16H21N8O(M+H): 341.2; found 341.2.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by preparative LC-MS

Sources & evidence

ORD record
ord-5c300066a8d043c1b124fce5af14d968
Source dataset
uspto-grants-2009_03
Patent number
US07511050B2

Reaction notes

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