N-bromobutanimide → HCID 178446076, compound

HRID 2368563Notes

Reaction equation

HRID 2368563 reaction equation
[OH:1][C:2]1[N:6]2[C:7](=[O:19])[C:8]3[NH:9][CH:10]=[N:11][C:12]=3[N:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:5]2=[N:4][N:3]=1.[Br:20]N1C(=O)CCC1=O>C1COCC1>[Br:20][C:10]1[NH:9][C:8]2[C:7](=[O:19])[N:6]3[C:2]([OH:1])=[N:3][N:4]=[C:5]3[N:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:12]=2[N:11]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 178446079HCID 178446079, compound

Product 1

HCID 178446076HCID 178446076, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

The mixture of solution of 3-hydroxy-9-pentyl-6,9-dihydro-5h-[1,2,4]triazolo[4,3-a]purin-5-one (100 mg, 0.381 mmol) and N-bromosuccinimide (204 mg, 1.14 mmol) in THF (2 ml) was stirred in a microwave reactor at 70° C. for 10 min. The reaction mixture was filtrated and the filtrate was purified by prep LCMS to yield the desired product. LCMS calculated for C11H14BrN6O2 (M+H) 341.0. Found: 341.0, 343.0.

Workup

  1. filtrationThe reaction mixture was filtrated
  2. customthe filtrate was purified by prep LCMS

Sources & evidence

ORD record
ord-04d79e4081f144fcbb096b4def9325a2
Source dataset
uspto-grants-2014_04
Patent number
US08703783B2

Reaction notes

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