Triethylamine → HCID 178434578, compound

HRID 719278Notes

Reaction equation

HRID 719278 reaction equation
[CH3:1][C:2]1[C:6]([NH2:7])=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[NH:4][N:3]=1.C(N(CC)CC)C.[O:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[C:26](Cl)=[O:27]>C(Cl)Cl>[CH3:1][C:2]1[C:6]([NH:7][C:26]([C:22]2[O:21][CH:25]=[CH:24][CH:23]=2)=[O:27])=[C:5]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 682422-Furancarbonyl chlorideHCID 178434570HCID 178434570, compound

Product 1

HCID 178434578HCID 178434578, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a RT solution of 337.3 mg of 3-methyl-5-phenyl-1H-pyrazol-4-ylamine in 4 mL methylene chloride was added 407 μL of triethylamine and 201 μL of 2-furoyl chloride. After 2 h at RT, the reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform and washed with saturated aqueous sodium carbonate and brine. The organic portion was dried with sodium sulfate and concentrated under reduced pressure. The residue contained the title compound as a yellow, amorphous solid and was used without further purification.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in chloroform
  3. washwashed with saturated aqueous sodium carbonate and brine
  4. dry with materialThe organic portion was dried with sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customwas used without further purification

Sources & evidence

ORD record
ord-4599b03cc9f54d4b9d86c6f54cb88e00
Source dataset
uspto-grants-2006_11
Patent number
US07132428B2

Reaction notes

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