HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 10291825, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | HCID 9878953 | HCID 9878953 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10291825 | HCID 10291825 | 23.9% |
Reaction Steps
Methyl bromoacetate (984 μL, 10 mmol) and then sodium hydride (60% dispersion in oil, 801 mg, 20.1 mmol) were added to a stirred solution of the pyrazole (2.6 g, 9.12 mmol) of Example 3 in dry N,N′-dimethylformamide (25 ml) at 0° C. under nitrogen. After stirring for 1 hour at 0° C. ice-water (100 ml) was added and the mixture was extracted with ether (3×50 ml). The combined ether layers were dried over magnesium sulphate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate:pentane (20:80, by volume) to provide the title compound (780 mg) as a yellow oil which partly crystallised on standing.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063044B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-bf332bb5159245ccb745c04b004f5b43 |
| Source note | uspto-grants-2011_11 |