2-Butenoyl chloride → HCID 69840879, compound

HRID 1007067Notes

Reaction equation

HRID 1007067 reaction equation
[CH3:1][N:2]1[C:6]([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][NH2:15])[N:9]=2)=[CH:5][C:4]([C:16]([F:19])([F:18])[F:17])=[N:3]1.C(N(C(C)C)CC)(C)C.[C:29](Cl)(=[O:33])[CH:30]=[CH:31][CH3:32]>C(Cl)Cl>[CH3:1][N:2]1[C:6]([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH:14]([C:29](=[O:33])[CH:30]=[CH:31][CH3:32])[NH2:15])[N:9]=2)=[CH:5][C:4]([C:16]([F:19])([F:17])[F:18])=[N:3]1

Participants

5

Reactant 3

HCID 790802-Butenoyl chlorideHCID 81531DiisopropylethylamineHCID 11149948HCID 11149948, compound

Product 1

HCID 69840879HCID 69840879, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.100 g (0.368 mmol) of 2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-6-(aminomethyl)-pyridine was introduced in 5 ml of methylene chloride together with 71.1 mg (0.55 mmol) of diisopropylethylamine, at room temperature 46.1 mg (0.44 mmol) of but-2-enoyl chloride were added and the mixture was stirred at room temperature for 3 h. The crude product was concentrated, subjected to extraction with 1 N HCl and ethyl acetate and then filtered over a silica gel bed. The filtrate was concentrated. The residue was crystalline.

Workup

  1. additionwere added
  2. concentrationThe crude product was concentrated
  3. extractionsubjected to extraction with 1 N HCl and ethyl acetate
  4. filtrationfiltered over a silica gel bed
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-fbcbd1ec409746b8bbbc2efa37d8cd43
Source dataset
uspto-grants-2004_09
Patent number
US06794336B2

Reaction notes

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