HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 69093586, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | alpha-Bromo-o-fluorotoluene | HCID 67968 | — |
| Reactant | HCID 178419411 | HCID 178419411 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 69093586 | HCID 69093586 | — |
| Product | HCID 69094013 | HCID 69094013 | — |
Reaction Steps
To a stirring solution of 4-(3-(4-bromopyridin-2-yl)-1H-1,2,4-triazol-5-yl)thiazole (1 eq) in DMF was added sodium hydride (2.1 eq). After 10 minutes, 1-(bromomethyl)-2-fluorobenzene (1.1 eq) was added and the reaction was stirred overnight at room temperature. Brine was used to quench the reaction. Methylene chloride was used to extract the aqueous layer. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated. SiO2 chromatography yielded 4-(3-(4-bromopyridin-2-yl)-1-(2-fluorobenzyl)-1H-1,2,4-triazol-5-yl)thiazole in 1% yield as a solid and 4-(5-(4-bromopyridin-2-yl)-1-(2-fluorobenzyl)-1H-1,2,4-triazol-3-yl)thiazole in 1% yield as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09061030B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-c78d808fa6d943aab0c293a5b8b0cc9c |
| Source note | uspto-grants-2015_06 |