N-bromobutanimide → HCID 86650234, compound

HRID 406445Notes

Reaction equation

HRID 406445 reaction equation
[F:1][C:2]([F:24])([F:23])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[N:14]([C:16]([C:19]([F:22])([F:21])[F:20])=[N:17][CH:18]=3)[CH:15]=2)=[CH:6][CH:5]=1.C1C(=O)N([Br:32])C(=O)C1>C(Cl)Cl>[Br:32][C:18]1[N:17]=[C:16]([C:19]([F:20])([F:21])[F:22])[N:14]2[CH:15]=[C:10]([C:7]3[CH:6]=[CH:5][C:4]([O:3][C:2]([F:1])([F:23])[F:24])=[CH:9][CH:8]=3)[CH:11]=[CH:12][C:13]=12

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 581189186-[4-(Trifluoromethoxy)phenyl]-3-(trifluoromethyl)imidazo[1,5-a]pyridine

Product 1

HCID 86650234HCID 86650234, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-(4-(trifluoromethoxy)phenyl)-3-(trifluoromethyl)imidazo[1,5-a]pyridine (1.2001 g, 3.466 mmol) was dissolved in CH2Cl2 (20 mL) in a 250 mL round bottomed flask. The solution was treated with NBS (925.4 mg, 5.199 mmol, 1.5 equiv.) at 0° C. for 30 min. And then the solvent was removed by rota-yap to give a crude mixture. Obtained crude mixture was purified by a column chromatography (SiO2=80 g, EtOAc/hexane=1:7 Rf=0.5) to give 1-bromo-6-(4-(trifluoromethoxy)phenyl)-3-(trifluoromethyl)imidazo[1,5-a]pyridine as a colorless oil.

Workup

  1. customAnd then the solvent was removed by rota-yap
  2. customto give a crude mixture
  3. customObtained crude mixture
  4. customwas purified by a column chromatography (SiO2=80 g, EtOAc/hexane=1:7 Rf=0.5)

Sources & evidence

ORD record
ord-def835b1f6024391a80e967b762e4365
Source dataset
uspto-grants-2014_06
Patent number
US08754103B2

Reaction notes

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