N-bromobutanimide → HCID 23088516, compound

HRID 251757Notes

Reaction equation

HRID 251757 reaction equation
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]2[CH:20]=[C:19]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=4)[N:18]=[C:17]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[N:16]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[Br:33]N1C(=O)CCC1=O>CN(C)C=O>[Br:33][C:6]1[C:5]2[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=2)[C:13]([C:15]2[CH:20]=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=3)[N:18]=[C:17]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[N:16]=2)=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[CH:11]2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 23088523HCID 23088523, compound

Product 1

HCID 23088516HCID 23088516, compoundYield 73.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dissolving 12 g (30 mmol) of 4-anthracen-9-yl-2-phenyl-6-pyridine-2-yl-pyrimidine obtained in the foregoing step (2) into 100 milliliter of N,N-dimethylformamide, and adding 5.9 g (33 mmol) of N-bromosuccinimide, stirred at room temperature for 8 hours. After completion of the reaction, precipitated solids were separated by filtration and washed with water and methanol, thereby obtaining 10.8 g of 4-(10-bromo-anthracen-9-yl)-2-phenyl-6-pyridine-2-yl-pyrimidine (yield: 73%).

Workup

  1. customAfter completion of the reaction
  2. customprecipitated solids
  3. customwere separated by filtration
  4. washwashed with water and methanol

Sources & evidence

ORD record
ord-86e3e4adff6846ecae063c71052f38c2
Source dataset
uspto-grants-2011_01
Patent number
US07867629B2

Reaction notes

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