HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → tert-Butyl 4-(3-(1-hydroxyethyl)-1-oxo-1H-isochromen-4-yl)-5,6-dihydro-pyridine-1(2H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate | HCID 4642098 | — |
| Reactant | 4-Bromo-3-(1-hydroxyethyl)-1H-isochromen-1-one | HCID 118131255 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | tert-Butyl 4-(3-(1-hydroxyethyl)-1-oxo-1H-isochromen-4-yl)-5,6-dihydro-pyridine-1(2H)-carboxylate | HCID 118131448 | 18% |
Reaction Steps
The title compound was made in a similar way as that of the intermediate B1 using 4-bromo-3-(1-hydroxyethyl)-1H-isochromen-1-one (intermediate A2, 0.55 g, 2.04 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (0.79 g, 2.55 mmol), Pd(PPh3)4 (118 mg, 0.102 mmol) and Cs2CO3 (1.0 g, 3.27 mmol) to afford the title compound (0.135 g, 18%) as a yellowish oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-f71650ef3b3d4f299e53659dcb1c8b5b |
| Source note | uspto-grants-2016_04 |