Benzimidazole → HCID 11401616, compound

HRID 1765316Notes

Reaction equation

HRID 1765316 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][CH:2]=1.Br[C:11]1[O:15][C:14]([CH:16]=[O:17])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>[Cu]I.CNCCNC>[N:1]1([C:11]2[O:15][C:14]([CH2:16][OH:17])=[CH:13][CH:12]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 5798BenzimidazoleHCID 10796Cesium carbonateHCID 6003285-Bromofuran-2-carbaldehyde

Product 1

HCID 11401616HCID 11401616, compound

Reagents, catalysts & solvents 1

HCID 86600327HCID 86600327, compoundCatalyst

Procedure

Benzimidazole is mixed with 5-bromo-furan-2-yl formaldehyde in the presence of CuI/N,N′-dimethylethylenediamine and cesium carbonate. The resulting [5-(benzimidazol-1-yl)-furan-2-yl]-formaldehyde is purified, then reduced to the title compound with sodium borohydride.

Workup

  1. customThe resulting [5-(benzimidazol-1-yl)-furan-2-yl]-formaldehyde is purified

Sources & evidence

ORD record
ord-8515d534edc843ae8c9111d544ef0f7d
Source dataset
uspto-grants-2007_06
Patent number
US07226941B2

Reaction notes

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