HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59681761, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methoxystyrene | HCID 12507 | — |
| Reactant | 4-(7-Bromo-1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)-1,2,5-oxadiazol-3-amine | HCID 44397192 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | HCID 59681761 | HCID 59681761 | — |
Reaction Steps
The product of example 100 (309 mg, 1 mmol), 4-methoxystyrene (167 uL, 1.25 mmol), palladium(II) acetate (12 mg, 0.05 mmol), o-tolyltriphenylphosphine (30 mg, 0.10 mmol) and triethylamine (349 uL, 2.5 mmol) were heated at 130° C. for 4 hours. The solution was partitioned between ethyl acetate and water, extracting with ethylacetate (×3). Combined extracts were washed with water (×3), brine, dried over anhydrous magnesium sulfate and concentrated to a crude solid, 450 mg, then purified by column chromatography eluting with 1:9:90.880 ammonia:ethanol:dichloromethane affording the title product, 176 mg (49%); MS (ES+) m/e 363 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07348339B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-5b2fa2a205cf485c993883d0023fce0e |
| Source note | uspto-grants-2008_03 |