HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 136373242, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Hydroxyphenylboronic acid | HCID 2734360 | — |
| Reactant | HCID 86626413 | HCID 86626413 | — |
| Reactant | HCID 136414662 | HCID 136414662 | — |
| Catalyst | CID 53485975 | HCID 53485975 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 136373242 | HCID 136373242 | 41.4% |
Reaction Steps
tert-Butyl 2-((6-(4-hydroxyphenyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyrazin-1-yl)methyl)pyrrolidine-1-carboxylate, tert-Butyl 2-((6-bromo-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyrazin-1-yl)methyl)pyrrolidine-1-carboxylate (0.5 g., 1.25 mmol), 4-hydroxyphenylboronic acid (0.17 g., 1.25 mmol), dichloro[1,1′-bis(diphenylphosphino) ferrocene]palladium(II) dichloromethane adduct (0.103 g. 0.126 mmol) and sodium carbonate (0.665 g., 6.28 mmol) were reacted for 40 min in 1,4-dioxane (4 mL) according to General Procedure B2 and purified using silica gel chromatography (60% ethyl acetate in hexanes) to afford the title compound (0.21 g, 41.4% yield). MS (ESI) m/z 412.4 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07981893B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-c39da7e9cbb04f02bcabd245ecb5bd98 |
| Source note | uspto-grants-2011_07 |