HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
tert-Butanol → 3'-(Pyridin-4-ylmethoxy)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carboxylic acid tert-butyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | tert-Butanol | HCID 6386 | — |
| Edukt | 4-Hydroxymethylpyridine | HCID 11472 | — |
| Edukt | Tert-butyl 4-(3-chloropyrazin-2-yl)piperazine-1-carboxylate | HCID 11150691 | — |
| Edukt | Potassium tert-butylbutoxide | HCID 23710422 | — |
| Produkt | 3'-(Pyridin-4-ylmethoxy)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carboxylic acid tert-butyl ester | HCID 59013761 | 71,2% |
Reaktionsschritte
To a round bottom flask equipped with a magnetic stir bar was added 3′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester (7.89 g, 26.4 mmol, 1.0 eq.), pyridin-4-yl-methanol (3.74 g, 34.3 mmol, 1.3 eq) and 1M potassium tert-butyl butoxide in t-butanol (72 ml, 72 mmol, 2.7 eq). The reaction was then stirred overnight at room temperature after which the solvent was removed. The solid was then diluted with EtOAc, washed 3× with water, 2×NaHCO3, 2× with brine, and dried over NaSO4. Purification was then accomplished on column chromatography with the eluent being 1:2 ethyl acetate/hexane and 2% TEA. Removal of the solvent resulted in the title compound as a cream solid (6.98 g, 33% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08013156B2 |
| Quelldatensatz | uspto-grants-2011_09 |
| ORD ID | ord-eb4fda5104744989bb27fecf083c856d |
| Quellennotiz | uspto-grants-2011_09 |