HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopropane → 5-iodo-1-isopropyl-1H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopropane | HCID 6358 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-Iodo-1H-indazole | HCID 21894739 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-iodo-1-isopropyl-1H-indazole | HCID 59339864 | 52% |
| Product | 5-iodo-2-isopropyl-2H-indazole | HCID 66687875 | 40% |
Reaction Steps
A mixture of 5-iodo-1H-indazole (488 mg, 2 mmol), isopropyl bromide (244 mg, 2 mmol), and KOtBu (336 mg, 3 mmol) in dry DMF (4 ml) was stirred at r.t. overnight. Then it was dilited with ethyl acetate (50 ml), washed with water (2×50 ml), and dried with Na2SO4. Evaporation of solvent and purification by flash chromatography on silica gel (n-heptane/ethyl acetate) afforded the subtitle compound (298 mg, 52%) along with 5-iodo-2-isopropyl-2H-indazole (227 mg, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728030B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-5a3fa000bf054b129bf75e466204c84d |
| Source note | uspto-grants-2010_06 |