Diisopropylethylamine → HCID 76578029, compound

HRID 910408Notes

Reaction equation

HRID 910408 reaction equation
[CH3:1][O:2][C:3](=[O:30])[CH:4]([NH:8][C:9](=[O:29])[CH:10]([NH:19][C:20](OC1C=CC=CC=1)=[O:21])[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH:5]([CH3:7])[CH3:6].CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:1][O:2][C:3](=[O:30])[CH:4]([N:8]1[C:9](=[O:29])[CH:10]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[NH:19][C:20]1=[O:21])[CH:5]([CH3:7])[CH3:6]

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 66661034HCID 66661034, compound

Product 1

HCID 76578029HCID 76578029, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of the compound obtained in step c above (1140 mg) in DMF (14 mL) was added DIEA (0.6 mL, 3.30 mmol). After stirring overnight at room temperature, the solvent was removed. The residue was diluted with EtOAc and washed with water. The organic layer was dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford the title compound as a colourless oil (672 mg, 77%).

Workup

  1. customthe solvent was removed
  2. additionThe residue was diluted with EtOAc
  3. washwashed with water
  4. customThe organic layer was dried
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-fe8c55e92254423d911a5ee4326c7449
Source dataset
uspto-grants-2011_09
Patent number
US08022092B2

Reaction notes

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