Methoxyacetyl chloride → HCID 178496401, compound

HRID 719287Notes

Reaction equation

HRID 719287 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.[CH3:14][O:15][CH2:16][C:17](Cl)=[O:18]>N1C=CC=CC=1>[CH3:14][O:15][CH2:16][C:17]([NH:7][C:6]1[C:2]([CH3:1])=[N:3][NH:4][C:5]=1[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:18]

Participants

4

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 178434570HCID 178434570, compound

Product 1

HCID 178496401HCID 178496401, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a RT solution of 416 mg of 3-methyl-5-phenyl-1H-pyrazol-4-ylamine in 4.6 mL pyridine was added 242 μL of methoxyacetyl chloride. After 2 h at RT, the reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform and washed with 0.5 N hydrochloric acid and 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 tan, 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 0.5 N hydrochloric acid and 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-218c5a1bc557444987e5a0261765f714
Source dataset
uspto-grants-2006_11
Patent number
US07132428B2

Reaction notes

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