Dimethylamine → HCID 52172897, compound

HRID 2197930Notes

Reaction equation

HRID 2197930 reaction equation
[F:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10](Cl)=[O:11])=[C:4]([N+:18]([O-:20])=[O:19])[CH:3]=1.[CH3:21][NH:22][CH3:23]>C1COCC1>[F:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10]([N:22]([CH3:23])[CH3:21])=[O:11])=[C:4]([N+:18]([O-:20])=[O:19])[CH:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 86615502HCID 86615502, compound

Product 1

HCID 52172897HCID 52172897, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product from Example 181c (1.0 g, 3.4 mmol) was added to THF (25 mL) and dimethylamine (0.31 g, g, 6.8 mmol) was added. The reaction was stirred at room temperature for 16 h. The reaction was poured onto ice/water and extracted with ethyl acetate. The organic phase was washed with 5% HCl, water, brine, and dried over sodium sulfate, filtered and concentrated under vacuum giving the title compound (0.90 g, 87%).

Workup

  1. additionwas added
  2. additionThe reaction was poured onto ice/water
  3. extractionextracted with ethyl acetate
  4. washThe organic phase was washed with 5% HCl, water, brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-c6a97d064aab4ca597b0a5f633640d4e
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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