HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → HCID 86700406, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86700407 | HCID 86700407 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86700406 | HCID 86700406 | — |
Reaction Steps
To the crude material 2-amino-1-(1-methyl-1H-indazol-6-yl)ethanol (390.8 mg, ˜50%, ˜1 mmol)in DMF was then added 2-chloroacetyl chloride (138.7 mg, 1.2 mmol) and iPr2NEt (0.347 mL, 2 mmol). The resulting mixture was stirred at room temperature for 2 hr. The mixture was then taken into partition between EtOAc and brine. The organic layer was separated and the aqueous layer was extracted with EtOAc twice. The combined organic layers were dried dried (Na2SO4), filtered and evaporated to dryness. The residue was purified on CombiFlash (50% EtOAc/Hex) to give 2-chloro-N-(2-hydroxy-2-(1-methyl-1H-indazol-6-yl)ethyl)acetamide. LCMS-ESI+: calc'd for C12H14ClN3O2: 268.1, 270.1 (M+H+); found: 268.2, 270.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987250B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-7fb367c79d57473c9fedaef478d07708 |
| Source note | uspto-grants-2015_03 |