HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 67247802, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4,4,5,5-Tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolane | HCID 11243929 | — |
| Reactant | HCID 53252487 | HCID 53252487 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | HCID 86609212 | HCID 86609212 | — |
| Product | HCID 67247802 | HCID 67247802 | — |
Reaction Steps
23 mg (0.22 mmol) of sodium carbonate are added to 50 mg (0.11 mmol) of {1-[1-(4-chloro-1,3,5-triazin-2-yl)piperidin-4-yl]pyrrolidin-3-yl}carbamic acid tert-butyl ester and 45 mg (0.12 mmol) of 4,4,5,5-tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolane in 1.5 ml of DMF/DME/methanol/water (1/1/0.9/0.3). The reaction mixture is degassed a number of times, 8 mg (0.017 mmol) of bis(triphenylphosphine)palladium(II) dichloride are added under nitrogen atmosphere, the mixture is treated in an ultrasound bath for 10 min and subsequently irradiated in the microwave at 100° C. for 20 min. The reaction mixture is diluted with methanol, filtered, and the crude product is purified by means of preparative HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062015B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-bc40e84e77fe4dbeb5cf18723a2cb09f |
| Source note | uspto-grants-2015_06 |