HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178440650, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | HCID 178440648 | HCID 178440648 | — |
| Catalyst | Rhodium acetate | HCID 168478 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178440650 | HCID 178440650 | 47% |
Reaction Steps
To a solution of 2-(5-{[7-butyl-4-(trans-4-hydroxycyclohexyl)-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidin-6-yl]methyl}pyridin-2-yl)benzonitrile (0.48 g) and rhodium acetate (dimer, 0.044 g) in toluene (5 mL) was added dropwise ethyl diazoacetate (0.52 mL), and the mixture was stirred for 5 hr. Ethyl acetate and water were added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and then with saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography to give the title compound as a pale-yellow amorphous solid (0.26 g, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592431B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-75f3909d40d441549bd49664fe49fb8c |
| Source note | uspto-grants-2013_11 |