HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(3-iodo-6-methyl-1H-indazol-1-yl)-N,N-dimethylethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N,N-Dimethylaminoethyl chloride hydrochloride | HCID 11636816 | — |
| Reactant | HCID 178422878 | HCID 178422878 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(3-iodo-6-methyl-1H-indazol-1-yl)-N,N-dimethylethanamine | HCID 71280090 | 151.9% |
Reaction Steps
A mixture of 3-iodo-6-methyl-1H-indazole (516 mg, 2 mmol), 2-chloro-N,N-dimethylethanamine hydrochloride (346 mg, 2.4 mmol) and potassium carbonate (828 mg, 6 mmol) in 20 mL of DMF was heated to 80 degree overnight. After cooling to room temperature, water (50 mL) was added, product extracted with dichloromethane (3×50 mL), combined organics were dried with sodium sulfate, and concentrated to give 2-(3-iodo-6-methyl-1H-indazol-1-yl)-N,N-dimethylethanamine (1 g, 100%). 1H NMR (300 MHz, CDCl3): δ 7.33 (d, 1H, J=8.1 Hz), 7.15 (s, 1H), 7.03 (d, 1H, J=0.6 Hz), 4.47 (t, 2H, J=7.2 Hz), 2.81 (t, 2H, J=7.2 Hz), 2.51 (s, 3H), 2.34 (m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658646B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-1581bc42fc2b4cf18adf71249009b114 |
| Source note | uspto-grants-2014_02 |