Furan, 2-bromo- → HCID 90411296, compound

HRID 1476701Notes

Reaction equation

HRID 1476701 reaction equation
[C:1]1([C:7]2[N:8]=[CH:9][NH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:13]1[O:14][CH:15]=[CH:16][CH:17]=1>>[O:14]1[CH:15]=[CH:16][CH:17]=[C:13]1[N:10]1[CH:11]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=[CH:9]1

Participants

3

Reactant 2

HCID 2776190Furan, 2-bromo-HCID 178418822HCID 178418822, compound

Product 1

HCID 90411296HCID 90411296, compoundYield 7.4%

Procedure

The procedure described above in Example 29 for Formula IIc-iii was followed, starting from 4-phenyl-1H-imidazole (250 mg, 1.73 mmol) and 2-bromofuran, to prepare the desired 1-(furan-2-yl)-4-phenyl-1H-imidazole (27 mg, 0.13 mmol, yield 7.4%) as a brownish solid. The HPLC purity of the final product was 99.8%. LC-MS [M+H] 211 (C13H10N2O+H expected 211.08). The 1H-NMR spectra was in accordance with the chemical structure.

Sources & evidence

ORD record
ord-f730cec5c4cb489d9467b2226bc30ae6
Source dataset
uspto-grants-2016_08
Patent number
US09402397B2

Reaction notes

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