HCID 57722985, compound → HCID 57722977, compound

HRID 1987021Notes

Reaction equation

HRID 1987021 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[C:3]=1[CH2:16][CH2:17][C:18]([O:20]C(C)(C)C)=[O:19]>FC(F)(F)C(O)=O.O>[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[C:3]=1[CH2:16][CH2:17][C:18]([OH:20])=[O:19]

Participants

3

Reactant 1

HCID 57722985HCID 57722985, compound

Product 1

HCID 57722977HCID 57722977, compoundYield 40.8%

Reagents, catalysts & solvents 1

HCID 22392675Trifluoroacetic acid waterSolvent

Procedure

Tert-butyl 3-[4,6-Dibromo-2-(2-chlorophenyl)-3-pyridyl]propionate (3.86 g, 8.116 mmol) was dissolved in trifluoroacetic acid-water (9:1, 25 ml) and the solution allowed to stand for 3 about hours (hereinafter “h), then evaporated in vacuo. The residue was purified by column chromatography over silica (70 g) eluting with cyclohexane-ethyl acetate (5:1)-(3:1) to give the product as an gum (1.39 g).

Workup

  1. waitto stand for 3 about hours
  2. custom(hereinafter “h), then evaporated in vacuo
  3. customThe residue was purified by column chromatography over silica (70 g)
  4. washeluting with cyclohexane-ethyl acetate (5:1)-(3:1)

Sources & evidence

ORD record
ord-1f100e310f6d420c96b64b2bfc2fbce0
Source dataset
uspto-grants-2009_06
Patent number
US07550480B2

Reaction notes

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