Diethyl Ether → HCID 67855005, compound

HRID 1614491Notes

Reaction equation

HRID 1614491 reaction equation
[Br:1]C[C:3]1[N:7]([C:8]2[C:13]([Cl:14])=[CH:12][C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][N:9]=2)[N:6]=[CH:5][C:4]=1[C:19]#[N:20].C(O[CH2:24][CH3:25])C>N1C=CC=CC=1>[Br-:1].[C:19]([C:4]1[CH2:3][N:7]([C:8]2[C:13]([Cl:14])=[CH:12][C:11]([C:15]([F:16])([F:17])[F:18])=[CH:10][N:9]=2)[NH:6][C:5]=1[CH2:8][N+:7]1[CH:25]=[CH:24][CH:5]=[CH:4][CH:3]=1)#[N:20]

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 19020324HCID 19020324, compound

Product 1

HCID 67855005HCID 67855005, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 13.6 grams (0.044 mole) of 5-bromomethyl-4-cyano-1-(3-chloro-5-trifluoromethylpyridin-2-yl)-1H-pyrazole in 41 mL of pyridine was stirred at ambient temperature for three hours. After this time, the reaction mixture was slurried in 350 mL of diethyl ether and filtered. The filter cake was washed with additional diethyl ether. The filter cake was dried, yielding 11.9 grams of 1-[4-cyano-2-(3-chloro-5-trifluoromethylpyridin-2-yl)-1H-pyrazol-5-ylmethyl]pyridinium bromide. The nmr spectrum was consistent with the proposed structure.

Workup

  1. filtrationfiltered
  2. washThe filter cake was washed with additional diethyl ether
  3. customThe filter cake was dried

Sources & evidence

ORD record
ord-1467406ea2204b6baf47f3044b9ecca9
Source dataset
uspto-grants-1993_03
Patent number
US05198014

Reaction notes

Loading…