HCID 19994959, compound → HCID 19994938, compound

HRID 2248612Notes

Reaction equation

HRID 2248612 reaction equation
[CH3:1][Li].[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=[N:11][N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)=[CH:6][CH:5]=1>O1CCCC1>[F:23][C:20]1[CH:21]=[CH:22][C:17]([C:10]([NH:11][N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)([C:7]2[CH:8]=[CH:9][C:4]([F:3])=[CH:5][CH:6]=2)[CH3:1])=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 19994959HCID 19994959, compoundHCID 178418348HCID 178418348, compound

Product 1

HCID 19994938HCID 19994938, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 10 mL (1.5M, 150 mmol) of methyllithium in 30 mL of tetrahydrofuran was cooled to -78° C. A solution of 2.0 g (7.0 mmol) of N-[bis(4-fluorophenyl)methylene]-1H-1,2,4-triazol-1-amine in 10 mL tetrahydrofuran was added dropwise. The solution was stirred 10 min. quenched with saturated ammonium chloride and warmed to room temperature. Dilution with ethyl acetate, washing with water and brine, drying (MgSO4) and removal of solvent gave product as a viscous oil. Chromatography on silica gel (10:1 methylene chloride-acetate) gave of desired product as a white solid; yield 1.1 g, mp 114°-119° C.

Workup

  1. customquenched with saturated ammonium chloride
  2. washDilution with ethyl acetate, washing with water and brine
  3. customdrying
  4. custom(MgSO4) and removal of solvent
  5. customgave product as a viscous oil

Sources & evidence

ORD record
ord-92c7fe61756e4573a6e92f48ffff5b5a
Source dataset
uspto-grants-1991_08
Patent number
US05041458

Reaction notes

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