HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → [4-(2-Ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenoxy]-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | 4-((2-Ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methyl)phenol | HCID 68379224 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [4-(2-Ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenoxy]-acetic acid methyl ester | HCID 68379074 | — |
Reaction Steps
4-(2-Ethyl-5,7-dimethyl-pyrazolo[1,5-a]pyrimidin-3-ylmethyl)-phenol (8) (1 g, 3.55 mmol) was dissolved in 30 ml of THF and after addition of NaH (60% in mineral oil, 0.171 g, 4.27 mmol) the mixture was stirred for 20 min at rt. Then methyl 2-bromoacetate (0.382 ml, 3.91 mmol) was added and the mixture was stirred for 16 h at rt. The mixture was quenched with H2O. The mixture was concentrated. The residue was diluted with ethyl acetate, washed with water and NaCl-solution, dried over Na2 SO4 and evaporated. The crude product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748435B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-d3ae75602a5c4dd29d2f117d2335bfb5 |
| Source note | uspto-grants-2014_06 |