HCID 86695673, compound → HCID 69673612, compound

HRID 2283254Notes

Reaction equation

HRID 2283254 reaction equation
[C:1]1([C:7]2[N:8]=[N:9][CH:10]=[C:11]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:12]=2[C:13]2[O:14][CH:15]=[C:16]([CH:18](O)[CH3:19])[N:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C1(C)C=CC=CC=1>[C:1]1([C:7]2[N:8]=[N:9][CH:10]=[C:11]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:12]=2[C:13]2[O:14][CH:15]=[C:16]([CH:18]=[CH2:19])[N:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 86695673HCID 86695673, compound

Product 1

HCID 69673612HCID 69673612, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 1-(2-(3,5-diphenylpyridazin-4-yl)oxazol-4-yl)ethanol (30 mg, 0.08 mmol) in toluene (4 mL), p-tolenesulfonic acid (10 mg) was added and the reaction mixture was refluxed for 2 h. After complete consumption of starting materials, reaction was quenched by solid K2CO3. Solvents were evaporated under reduced pressure to obtain the crude product that was purified by column chromatography (100-200 mesh silica gel, 20% EtOAc-Hexane) to furnish 2-(3,5-diphenylpyridazin-4-yl)-4-vinyloxazole (25 mg, 89%) as a gummy liquid.

Workup

  1. temperaturethe reaction mixture was refluxed for 2 h
  2. customAfter complete consumption of starting materials, reaction
  3. customwas quenched by solid K2CO3
  4. customSolvents were evaporated under reduced pressure
  5. customto obtain the crude product that
  6. customwas purified by column chromatography (100-200 mesh silica gel, 20% EtOAc-Hexane)

Sources & evidence

ORD record
ord-dd5b88acb32b4b89b94d0d7c02381f9e
Source dataset
uspto-grants-2015_09
Patent number
US09145372B2

Reaction notes

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