N-bromobutanimide → HCID 117770411, compound

HRID 1526293Notes

Reaction equation

HRID 1526293 reaction equation
[NH2:1][C:2]1[C:6]2[C:7](=[O:18])[N:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[CH3:17])[CH:9]=[CH:10][C:5]=2[NH:4][N:3]=1.[Br:19]N1C(=O)CCC1=O>C(#N)C>[NH2:1][C:2]1[C:6]2[C:7](=[O:18])[N:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[CH3:17])[CH:9]=[C:10]([Br:19])[C:5]=2[NH:4][N:3]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 117770638HCID 117770638, compound

Product 1

HCID 117770411HCID 117770411, compoundYield 47.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a mixture of 3-amino-5-(2-methylphenyl)-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one obtained in Step E (200 mg) and acetonitrile (6 mL) was slowly added a solution of N-bromosuccinimide (163 mg) in acetonitrile (2 mL) under ice-cooling. The reaction mixture was stirred overnight at room temperature, and the resulting solid was collected by filtration, and washed with acetonitrile. The obtained solid was purified by silica gel chromatography (methanol/dichloromethane) to give the title compound (127 mg).

Workup

  1. temperaturecooling
  2. filtrationthe resulting solid was collected by filtration
  3. washwashed with acetonitrile
  4. customThe obtained solid was purified by silica gel chromatography (methanol/dichloromethane)

Sources & evidence

ORD record
ord-beaed38ce4454432a427603f2ea74704
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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