HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 4-bromo-1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-2-methylthiopyrimidine | HCID 97113 | — |
| Reactant | 4-bromo-1H-indazole | HCID 22352548 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-bromo-1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-indazole | HCID 59743494 | 89.2% |
Reaction Steps
To a solution of 4-bromo-1H-indazole (8.831 g, 44.82 mmol) in DMF (100 mL) was added NaH (60% suspension in mineral oil, 74.7 mmol, 2.988 g) followed by 4-chloro-2-methylsulfanyl-pyrimidine (4.34 mL, 37.35 mmol). The resulting mixture was allowed to stir at RT for 2 h; the solid precipitate was collected by filtration, washed and dried under reduced pressure to give 10.7 g (89% yield) of 4-bromo-1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-indazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399462B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-056c46ffe59f43dab00cd48c12653859 |
| Source note | uspto-grants-2013_03 |