HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(1-benzyl-2-(pyridin-3-yl)-1H-imidazol-5-yl)-4-methyl-2-phenylthiazole → 4-methyl-2-phenyl-5-(2-(pyridin-3-yl)-1H-imidazol-5-yl)thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(1-benzyl-2-(pyridin-3-yl)-1H-imidazol-5-yl)-4-methyl-2-phenylthiazole | HCID 59252474 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Reactant | HCID 178431986 | HCID 178431986 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-methyl-2-phenyl-5-(2-(pyridin-3-yl)-1H-imidazol-5-yl)thiazole | HCID 59252456 | — |
Reaction Steps
The title compound is prepared from 5-(1-benzyl-2-(pyridin-3-yl-1H-imidazol-5-yl)-4-methyl-2-phenylthiazole (Example 71) in a similar manner as described in Tetrahedron Letters, 2008, 64(26), 6060-6072. In this case, 5-(1-benzyl-2-(pyridin-3-yl)-1H-imidazol-5-yl)-4-methyl-2-phenylthiazole in methanol is debenzylated by hydrogenation under an atmospheric pressure of hydrogen using a balloon with vigorous stirring for 70 h under reflux. The reaction mixture is filtered through Celite, filtered and concentrated under reduced pressure. The residue is chromatographed on silica to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536185B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-67942bb4ecb64a5ca77b88627fb22f9c |
| Source note | uspto-grants-2013_09 |