HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67258156, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3,4-Difluorobenzeneboronic acid | HCID 2734337 | — |
| Reactant | Tert-butyl 4-{6-bromo-1-[(3-ethyl-1,2,4-oxadiazol-5-yl)methyl]-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate | HCID 67258967 | — |
| Catalyst | Dichlorobis(tricyclohexylphosphine)pallium (II) | HCID 11050900 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 67258156 | HCID 67258156 | — |
Reaction Steps
Tert-butyl 4-{6-bromo-1-[(3-ethyl-1,2,4-oxadiazol-5-yl)methyl]-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate (540 mg, compound B99), (3,4-difluorophenyl)boronic acid (158 mg), dichlorobis(tricyclohexylphosphine)palladium (37 mg) and aqueous cesium carbonate solution (489 mg, 2.0 M) in DME (10 ml) are reacted according to the procedure described in example B55 to afford the title compound after purification by flash column chromatography [silica gel, elution gradient: cyclohexane/EtOAc, 70/30 to 50/50 to 30/70 (v/v)] as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018175B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-7943e00a905d42678a9b0d94645438ca |
| Source note | uspto-grants-2015_04 |