Hydrochloric Acid → HCID 178505535, compound

HRID 431985Notes

Reaction equation

HRID 431985 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[CH:10][N:11](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:12]=2)=[N:6][CH:7]=1.Cl>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[CH:10][NH:11][CH:12]=2)=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 219424474-(5-Fluoro-2-pyridyl)-1-trityl-1H-imidazole

Product 1

HCID 178505535HCID 178505535, compoundYield 65.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(5-Fluoro-2-pyridyl)-1-trityl-1H-imidazole (0.23 g, 0.56 mmol) in tetrahydrofuran (4 ml) added hydrochloric acid (2.4 ml, 2N aqueous). The resulting reaction mixture was heated at reflux for 45 min. The reaction mixture was cooled to room temperature and concentrated in-vacuo. The isolated residue was triturated with diethyl ether to yield 4-(5-Fluoro-2-pyridyl)imidazole (0.06 g) as the hydrochloride salt.

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureat reflux for 45 min
  4. concentrationconcentrated in-vacuo
  5. customThe isolated residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-a0e31f1012fe4963b18e2018004e8582
Source dataset
uspto-grants-2003_12
Patent number
US06660753B2

Reaction notes

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