HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(Chloromethyl)-6-isopropylpyridine hydrochloride | HCID 67974153 | — |
| Reactant | HCID 178526560 | HCID 178526560 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazole | HCID 67975882 | 67% |
Reaction Steps
To 3-bromo-4-nitro-1H-indazole (4.91 g, 20.3 mmol) in DMF (50 mL) was added 2-(chloromethyl)-6-isopropylpyridine hydrochloride (4.18 g, 20.3 mmol) and K2CO3 (8.41 g, 60.8 mmol). The reaction mixture was stirred for 18 hours. Solvent was removed under reduced pressure. The residue was diluted with EtOAc (100 mL). The resulting suspension was washed with water and brine. The combined organic extracts were dried (Na2SO4), filtered and purified by silica gel flash chromatography (1:2 EtOAc/hexanes) to give the desired product (67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174981B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-e5c764d122714416998f395d2c662b68 |
| Source note | uspto-grants-2015_11 |