HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923790Generated: November 1, 2026
Dimethylformamide → 2-(2-fluorophenyl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine
https://huagongshe.com/reaction/923790
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | o-Fluorobenzaldehyde | HCID 67970 | — |
| Reactant | N2-Methyl-5-(trifluoromethyl)pyridine-2,3-diamine | HCID 2735930 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(2-fluorophenyl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine | HCID 67981840 | 30.2% |
Reaction Steps
A mixture of N2-methyl-5-trifluoromethylpyridin-2,3-diamine (1.91 g), 2-fluorobenzaldehyde (1.86 g), sodium hydrogen sulfite (1.56 g), and DMF (10 ml) was stirred with heating under reflux at 153° C. for 3 hours. Into the reaction mixture cooled to room temperature, water was poured, and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 0.89 g of 2-(2-fluorophenyl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (Compound (1E)-F1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278983B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-445f888e63a4426687602248aba1553b |
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| Source note | uspto-grants-2016_03 |
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