HCID 86725306, compound → HCID 86725305, compound

HRID 925190Notes

Reaction equation

HRID 925190 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:22][CH2:21][C:10]2[C:11]3[C:12](O)([CH3:19])[CH2:13][CH2:14][C:15]=3[C:16]([Br:18])=[CH:17][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2]>O1CCOCC1>[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][C:9]2=[CH:17][C:16]([Br:18])=[C:15]3[C:11]([C:12]([CH3:19])=[CH:13][CH2:14]3)=[C:10]2[CH2:21][CH2:22]1)=[O:5])[CH3:2]

Participants

3

Reactant 1

HCID 86725306HCID 86725306, compound

Product 1

HCID 86725305HCID 86725305, compoundYield 50.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

Into a glass vial, the product from step (a) (0.45 mmol) dissolved in 4N HO/dioxane (2 ml) was placed. The reaction mixture was stirred at 60° C. for 1 h. The mixture was cooled to room temperature and the solvent was evaporated in vacuo to give the crude product as a brown solid. The residue was purified by silica-gel chromatography (gradient elution: 0 to 40% EtOAc in hexane) to give the sub-titled compound as a white solid (80 mg). MS: ESI (positive): 350, 352 (M+1).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. customthe solvent was evaporated in vacuo
  3. customto give the crude product as a brown solid
  4. customThe residue was purified by silica-gel chromatography (gradient elution: 0 to 40% EtOAc in hexane)

Sources & evidence

ORD record
ord-c8446ff4bd2848b2a602e38baca3b7a9
Source dataset
uspto-grants-2016_03
Patent number
US09284277B2

Reaction notes

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