HCID 19790758, compound → HCID 67855005, compound

HRID 1655172Notes

Reaction equation

HRID 1655172 reaction equation
[Br:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][N:8]=2)[N:5]=[C:4]([CH3:18])[C:3]=1[C:19]#[N:20]>N1C=CC=CC=1.C(OCC)C>[Br-:1].[C:19]([C:3]1[CH2:2][N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][N:8]=2)[NH:5][C:4]=1[CH2:18][N+:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:7]=1)#[N:20]

Participants

4

Reactant 1

HCID 19790758HCID 19790758, compound

Product 1

HCID 67855005HCID 67855005, compoundYield 121.1%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 13.6 grams (0.044 mole) of 5-bromo-methyl-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-bdd1fbd1aeed42aab942fb58a345d455
Source dataset
uspto-grants-1993_10
Patent number
US05250504

Reaction notes

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