HCID 19963711, compound → HCID 19963713, compound

HRID 52438Notes

Reaction equation

HRID 52438 reaction equation
[CH3:1][C:2]1([CH3:19])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[C:13][Si](C)(C)C)[CH:10]=2)[NH:5][C:4](=[O:18])[CH2:3]1>CO>[CH3:1][C:2]1([CH3:19])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[CH:13])[CH:10]=2)[NH:5][C:4](=[O:18])[CH2:3]1

Participants

3

Reactant 1

HCID 19963711HCID 19963711, compound2×

Product 1

HCID 19963713HCID 19963713, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2.64 g (9.7 mmol) of 4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-6[(trimethylsilyl)ethynyl]quinoline (Compound 2) in 200 ml of methanol was added 0.269 g (1.95 mmol) of K2CO3The reaction was stirred at room temperature for 12 h. The reaction was then concentrated in vacuo and water was added to the residue. The aqueous layer was extracted with methylene chloride (2×). The organic layers were dried (MgSO4), filtered and concentrated in vacuo to give the title compound as a white solid.

Workup

  1. concentrationThe reaction was then concentrated in vacuo and water
  2. additionwas added to the residue
  3. extractionThe aqueous layer was extracted with methylene chloride (2×)
  4. dry with materialThe organic layers were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-30f595256a6247b692fae42f1712eea2
Source dataset
uspto-grants-1997_04
Patent number
US05616712

Reaction notes

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