Carbon tetrabromide → HCID 18696590, compound

HRID 1870545Notes

Reaction equation

HRID 1870545 reaction equation
O[CH2:2][C:3]1[C:4]([N:8]2[C:12]([O:13][CH3:14])=[N:11][N:10]([CH3:15])[C:9]2=[O:16])=[CH:5][O:6][CH:7]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:37]>C(Cl)Cl>[Br:37][CH2:2][C:3]1[C:4]([N:8]2[C:12]([O:13][CH3:14])=[N:11][N:10]([CH3:15])[C:9]2=[O:16])=[CH:5][O:6][CH:7]=1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 18696622HCID 18696622, compound

Product 1

HCID 18696590HCID 18696590, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the title compound of Step F (3.6 g), and triphenylphosphine (5.1 g) in methylene chloride (40 mL) under N2 at 0° C. was added carbon tetrabromide (8.0 g). The resulting orange solution was allowed to stir overnight at room temperature and then was concentrated under reduced pressure to give a brown oil. The residue was purified by flash chromatography (1:2 ethyl acetate:hexane as eluent) to afford 3.6 g (78%) of the title compound of Step G, a compound of the invention, as a white solid melting at 147-149° C.

Workup

  1. concentrationwas concentrated under reduced pressure
  2. customto give a brown oil
  3. customThe residue was purified by flash chromatography (1:2 ethyl acetate:hexane as eluent)

Sources & evidence

ORD record
ord-a2a37d384575423789df6f511ef81459
Source dataset
uspto-grants-2000_08
Patent number
US06096895

Reaction notes

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