N-bromobutanimide → HCID 67183906, compound

HRID 45889Notes

Reaction equation

HRID 45889 reaction equation
[F:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([F:11])[C:3]=1[C:12]1[N:16]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)[N:15]=[CH:14][CH:13]=1.[Br:23]N1C(=O)CCC1=O>ClCCl>[Br:23][C:13]1[CH:14]=[N:15][N:16]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)[C:12]=1[C:3]1[C:4]([F:11])=[CH:5][CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=1[F:1]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 671850845-(2,6-Difluoro-3-nitrophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole

Product 1

HCID 67183906HCID 67183906, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 5-(2,6-difluoro-3-nitrophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (1.23 g, 4 mmol) and N-bromosuccinimide (1.25 g, 7 mmol) in dichloromethane (10 mL) was stirred at room temperature for 18 h. The solution was washed with water, dried over anhydrous sodium sulfate and concentrated. Crude 4-bromo-5-(2,6-difluoro-3-nitrophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole was obtained.

Workup

  1. washThe solution was washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-ce3bc499a3b54da2879ad569dee323b8
Source dataset
uspto-grants-2013_09
Patent number
US08541575B2

Reaction notes

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