HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-one → 5-(3-Tert-butyl-5-(2,4-di-tert-butoxypyrimidin-5-yl)-2-methoxy phenyl)-2,3-dihydro-1h-inden-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-one | HCID 18541710 | — |
| Reactant | 5-(3-Bromo-5-tert-butyl-4-methoxyphenyl)-2,4-di-tert-butoxy-pyrimidine | HCID 66833848 | — |
| Product | 5-(3-Tert-butyl-5-(2,4-di-tert-butoxypyrimidin-5-yl)-2-methoxy phenyl)-2,3-dihydro-1h-inden-1-one | HCID 66700144 | — |
Reaction Steps
A solution of Example 2 Part A (0.150 g, 0.32 mmol) and 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-one (0.092 g, 0.36 mmol) were reacted in the same manner as Example 50 Part A using 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex as catalyst at 100° C. for 1.5 hours in the microwave and for 4 hours at 100° C. in an oil bath to give crude product which was purified by silica gel flash chromatography eluting with ethyl acetate/hexane (0% to 15%) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353091B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-c599ce57f282422c9bbe8afcd7577a43 |
| Source note | uspto-grants-2016_05 |