Hydrochloric Acid → HCID 178505535, compound

HRID 2216877Notes

Reaction equation

HRID 2216877 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-350c2b12bc4f4183b55852b5ae58f4fb
Source dataset
uspto-grants-2006_09
Patent number
US07112595B2

Reaction notes

Loading…