HCID 117690902, compound → HCID 89602580, compound

HRID 2174934Notes

Reaction equation

HRID 2174934 reaction equation
[Br:1][C:2]1[C:3]([CH2:14][CH3:15])=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7](C(=O)C)[N:6]=[CH:5]2>CO.Cl.C(OCC)(=O)C>[Br:1][C:2]1[C:3]([CH2:14][CH3:15])=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2

Participants

5

Reactant 1

HCID 117690902HCID 117690902, compound

Product 1

HCID 89602580HCID 89602580, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 3.78 g of the compound prepared in Example 212c in 7.3 ml methanol and 26.3 ml of 37% hydrochloric acid was heated under reflux for 2 hours. This was then diluted with 400 ml ethyl acetate. The organic phase was washed three times with 50 ml portions of sodium hydrogen carbonate solution and once with 50 ml saturated sodium chloride solution, dried over sodium sulphate and concentrated in vacuo. The crude product thus obtained was purified by column chromatography on silica gel with hexane/0-50% ethyl acetate. Yield: 2.97 g of the title compound.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. washThe organic phase was washed three times with 50 ml portions of sodium hydrogen carbonate solution
  4. dry with materialonce with 50 ml saturated sodium chloride solution, dried over sodium sulphate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8559d9a9e8f143d6934fd4ce0468ed8e
Source dataset
uspto-grants-2015_06
Patent number
US09062041B2

Reaction notes

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