Phenol → HCID 135955139, compound

HRID 249779Notes

Reaction equation

HRID 249779 reaction equation
[CH3:1][C:2]1[N:13]=[C:12]2[N:4]([C:5](=[O:19])[N:6]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:7]3[N:8]=[CH:9][NH:10][C:11]=32)[N:3]=1.[Br:20]N1C(=O)CCC1=O.C1(O)C=CC=CC=1>C1COCC1>[Br:20][C:9]1[NH:10][C:11]2[C:12]3=[N:13][C:2]([CH3:1])=[N:3][N:4]3[C:5](=[O:19])[N:6]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:7]=2[N:8]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 67184N-bromobutanimideHCID 1359846898-methyl-4-pentyl-1,4-dihydro-5H-[1,2,4]triazolo[5,1-i]purin-5-one

Product 1

HCID 135955139HCID 135955139, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the mixture of 8-methyl-4-pentyl-1,4-dihydro-5H-[1,2,4]triazolo[5,1-i]purin-5-one (20 mg, 0.078 mmol) in THF (5 mL) was added N-Bromosuccinimide (19 mg, 0.11 mmol). After stirring at room temperature for 1 hour, phenol was added to quench the reaction. The reaction mixture was concentrated at reduced pressure, and the residue was purified by preparative LCMS (method B) to yield the desired product as white powder. LCMS calculated for C12H16BrN6O (M+H): 339.1. found: 339.0, 341.0.

Workup

  1. customto quench
  2. customthe reaction
  3. concentrationThe reaction mixture was concentrated at reduced pressure
  4. customthe residue was purified by preparative LCMS (method B)

Sources & evidence

ORD record
ord-6b029b8747104231832c0e67421f465d
Source dataset
uspto-grants-2011_01
Patent number
US07863285B2

Reaction notes

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