HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 117974191, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1H-Pyrrole, 2-(ethylthio)- | HCID 12162221 | — |
| Reactant | HCID 117974229 | HCID 117974229 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117974191 | HCID 117974191 | 86.1% |
Reaction Steps
A solution of 0.49 g of 2-chloro-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine in DMF (2 ml) was added to a mixture of 0.24 g of 2-ethylthio-1H-pyrrole, 0.11 g of sodium hydride (60% oil-based) and 3 ml of DMF, and the mixture was stirred at room temperature for 1.5 hours. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, then dried over anhydrous magnesiums sulfate and concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 0.53 g of 2-(2-ethylthiopyrrol-1-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (Compound of Present Invention (23)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120792B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-60b3b67c2d7c43c0a308e52c2bb29c02 |
| Source note | uspto-grants-2015_09 |