Phosphorus tribromide → 1-[2-(4-Bromomethyl-phenyl)-ethyl]-4-(5-bromo-pyridin-2-ylmethoxy)-1H-pyridin-2-one

HRID 564142Notes

Reaction equation

HRID 564142 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][N:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([CH2:24]O)=[CH:20][CH:19]=3)[C:12](=[O:26])[CH:11]=2)=[N:6][CH:7]=1.P(Br)(Br)[Br:28]>C(Cl)Cl>[Br:28][CH2:24][C:21]1[CH:22]=[CH:23][C:18]([CH2:17][CH2:16][N:13]2[CH:14]=[CH:15][C:10]([O:9][CH2:8][C:5]3[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][N:6]=3)=[CH:11][C:12]2=[O:26])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 67007373HCID 67007373, compound

Product 1

HCID 670071711-[2-(4-Bromomethyl-phenyl)-ethyl]-4-(5-bromo-pyridin-2-ylmethoxy)-1H-pyridin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 150 mg (0.36 mmol) 4-(5-bromo-pyridin-2-ylmethoxy)-1-[2-(4-hydroxymethyl-phenyl)-ethyl]-1H-pyridin-2-one (example 12.1a) in 8.0 mL of DCM is added at 0° C. 27 μL (0.29 mmol) phosphorus tribromide. The mixture is stirred 2 h at RT and the formed precipitate is collected. The product is washed with tert-butylmethylether and dried.

Workup

  1. customthe formed precipitate is collected
  2. washThe product is washed with tert-butylmethylether
  3. customdried

Sources & evidence

ORD record
ord-b42a32092b4541b8bd34b45b807db58b
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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