Pyridine → HCID 15220197, compound

HRID 583049Notes

Reaction equation

HRID 583049 reaction equation
N1C=CC=CC=1.[CH:7]1([C:10](Cl)=[O:11])[CH2:9][CH2:8]1.[NH2:13][C:14]1[CH:15]=[C:16]([C:21]2[C:25]([Cl:26])=[C:24]([O:27][CH:28]([F:30])[F:29])[N:23]([CH3:31])[N:22]=2)[CH:17]=[CH:18][C:19]=1[Cl:20]>O1CCCC1>[Cl:26][C:25]1[C:21]([C:16]2[CH:17]=[CH:18][C:19]([Cl:20])=[C:14]([NH:13][C:10]([CH:7]3[CH2:9][CH2:8]3)=[O:11])[CH:15]=2)=[N:22][N:23]([CH3:31])[C:24]=1[O:27][CH:28]([F:30])[F:29]

Participants

5

Reactant 3

HCID 1049PyridineHCID 77637Cyclopropanecarbonyl chlorideHCID 21226443HCID 21226443, compound

Product 1

HCID 15220197HCID 15220197, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

1.0 g (13 mmol) of pyridine and 0.7 g (6.5 mmol) of cyclopropanecarbonyl chloride were added to a solution of 2.0 g (6.5 mmol) of 3-(3-amino-4-chlorophenyl)-4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazole in 30 ml of tetrahydrofuran. The solution was stirred at room temperature overnight and at 50° C. for 2 hours, an then concentrated. The residue was taken up in ethyl acetate. The ethyl acetate was washed in succession with cold 1N hydrochloric acid, water and saturated sodium chloride solution, then dried over magnesium sulfate and finally concentrated. Yield: 2.2 g.

Workup

  1. concentrationan then concentrated
  2. washThe ethyl acetate was washed in succession with cold 1N hydrochloric acid, water and saturated sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. concentrationfinally concentrated

Sources & evidence

ORD record
ord-0c3472d59bf94270b789077c1807dc69
Source dataset
uspto-grants-1999_07
Patent number
US05928999

Reaction notes

Loading…