HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis-(1H-imidazol-2-YL)-methanone → N-Methyl-3-({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}ethynyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | 3-({3-[2-(2,4,6-Trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}ethynyl)benzoic acid | HCID 86603017 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-Methyl-3-({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-YL]phenyl}ethynyl)benzamide | HCID 86603018 | 39.7% |
Reaction Steps
A solution of 3-({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-yl]phenyl}ethynyl)benzoic acid (0.042 g, 0.076 mmol), methyl amine-HCl (0.006 g, 0.076 mmol) and carbonyl diimidazole (0.013 g, 0.076 mmol) in 2 mL DMF was stirred at ambient temperature overnight. The reaction mixture was partitioned with ethyl acetate and H2O. The organic phase was concentrated in vacuo and purified by flash chromatography (silica 60, CH2Cl2—CH3OH, 25:1) to give 0.017 g of the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592363B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-65bada7634b6485aac8a1c2da9ae49da |
| Source note | uspto-grants-2009_09 |