HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178438759, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | HCID 178438757 | HCID 178438757 | — |
| Catalyst | Rhodium acetate | HCID 168478 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178438759 | HCID 178438759 | 47% |
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}-3′-methoxybiphenyl-2-carbonitrile (0.93 g) and rhodium acetate (dimer, 0.020 g) in methylene chloride (10 mL) was added dropwise ethyl diazoacetate (0.86 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 (0.52 g, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592431B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-a0340631efcc404fb6dfa8ac7585b15c |
| Source note | uspto-grants-2013_11 |