Bromine → HCID 22481223, compound

HRID 2181586Notes

Reaction equation

HRID 2181586 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[O:6][C:7]1[CH:8]=[C:9]([CH3:15])[C:10](=[CH:12][C:13]=1[CH3:14])[NH2:11].[Br:21]Br>ClCCl>[Br:21][C:12]1[C:13]([CH3:14])=[C:7]([O:6][C:5]2[CH:16]=[CH:17][CH:18]=[C:3]([C:2]([F:19])([F:20])[F:1])[CH:4]=2)[CH:8]=[C:9]([CH3:15])[C:10]=1[NH2:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 15544588HCID 15544588, compound

Product 1

HCID 22481223HCID 22481223, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of the product from stage b) above (1.12 g) in dichloromethane (20 ml) was added dropwise bromine (0.64 g) in dichloromethane (5 ml) at 0° C. The mixture was washed with sodium bicarbonate solution, dried (MgSO4), filtered and evaporated to give a crude oil which was purified by silica gel chromatography eluting with ethyl acetate/light petroleum (b.p. 60-80° C.) (1:4) to give the title product.

Workup

  1. washThe mixture was washed with sodium bicarbonate solution
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customevaporated
  5. customto give a crude oil which
  6. customwas purified by silica gel chromatography
  7. washeluting with ethyl acetate/light petroleum (b.p. 60-80° C.) (1:4)

Sources & evidence

ORD record
ord-c94406c7315e44fbb0f3488906b044d2
Source dataset
uspto-grants-2005_05
Patent number
US06893650B1

Reaction notes

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