HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → (S)-5-(5-Chloro-pyridin-2-ylmethoxy)-2-{2-[4-(2-hydroxymethyl-pyrrolidin-1-ylmethyl)-2-methyl-phenyl]-2-oxo-ethyl}-2H-pyridazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | L-Prolinol | HCID 640091 | — |
| Reactant | 2-[2-(4-Bromomethyl-2-methyl-phenyl)-2-oxo-ethyl]-5-(5-chloro-pyridin-2-ylmethoxy)-2H-pyridazin-3-one | HCID 86695550 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | (S)-5-(5-Chloro-pyridin-2-ylmethoxy)-2-{2-[4-(2-hydroxymethyl-pyrrolidin-1-ylmethyl)-2-methyl-phenyl]-2-oxo-ethyl}-2H-pyridazin-3-one | HCID 71730532 | — |
Reaction Steps
To a solution of 2-[2-(4-bromomethyl-2-methyl-phenyl)-2-oxo-ethyl]-5-(5-chloro-pyridin-2-ylmethoxy)-2H-pyridazin-3-one (preparation 7b, 110 mg, 0.24 mmol) in N,N-dimethylacetamide (2 mL) is added Cs2CO3 (194 mg, 0.60 mmol) and L-prolinol (37 mg, 0.36 mmol). The reaction mixture is stirred for 2 days at room temperature. The mixture is purified via reverse phase HPLC chromatography (Xbridge C18 5 μm, gradient 5%→90% acetonitrile in water+0.3% NH4OH, 120 mL/min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933079B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-da384e96351c4f67a5526cfae9d830a1 |
| Source note | uspto-grants-2015_01 |