HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178438676, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | HCID 178438588 | HCID 178438588 | — |
| Catalyst | Rhodium acetate | HCID 168478 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178438676 | HCID 178438676 | 70% |
Reaction Steps
To a solution of 4′-{[4-(trans-4-hydroxycyclohexyl)-5-oxo-7-propyl-4,5-dihydropyrazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (2.63 g) and rhodium acetate (dimer, 0.12 g) in methylene chloride (20 mL) was added dropwise a solution of ethyl diazoacetate (2.6 g) in methylene chloride (10 mL), and the mixture was stirred for 3 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 (2.17 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115136B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-c4431aa00be042e48d8d6c14c98f7f56 |
| Source note | uspto-grants-2015_08 |