HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 71140765, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | 5-chloro-1-(cyclopropylmethyl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one | HCID 77230827 | — |
| Reactant | HCID 178471816 | HCID 178471816 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 71140765 | HCID 71140765 | — |
Reaction Steps
To a stirred solution of 1-4 (0.10 g, 0.39 mmol), Pd(OAc)2 (0.004 g, 0.02 mmol), xphos (0.02 g, 0.039 mmol) in dioxane (3 mL) was added 3-ethoxy-3-oxopropylzinc bromide 0.5M solution in THF (3.15 mL, 1.57 mmol) and the resulting mixture was microwave irradiated for 30 minutes at 100° C. The reaction was allowed to cool and partitioned between ethyl acetate and water. The organic phase was concentrated and flash column separation using a 0-30% ethyl acetate/hexane gradient gave 37-1. (0.10 g, 86%). LRMS (ES) (M+H)+: observed=320.1, calculated=320.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315518B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-30f308f0374141b58baad62accb26015 |
| Source note | uspto-grants-2016_04 |