Diisopropylethylamine → HCID 178426595, Verbindung

A mixture comprising of 3-(3-hydroxyisoxazol-5-yl)propanoic acid (40.2 mg, 0.256 mmol), 3,5-dichlorobenzyl 4-(aminomethyl)-2-methylpiperidine-1-carboxylate (step 4) (84.7 mg, 0.128 mmol), Huenig's base (89 μl, 0.511 mmol) and T3P® (50% solution in DMF)(149 μl, 0.256 mmol) in DMF (426 μl) was left stirring at room temperature 18 hours. The resulting mixture was concentrated under pressure and diluted with water. The aqueous solution was extracted with EtOAc and the combined organic extracts were dried over MgSO4, filtered and concentrated under reduced pressure. Further purification was carried out using preparative LC-MS. The resulting product fractions were concentrated under reduced pressure to give an aqueous solution and then extracted with EtOAc. The organic extracts were dried over MgSO4, filtered and concentrated under reduced pressure to afford the title compound.

1. concentrationThe resulting mixture was concentrated under pressure
2. additiondiluted with water
3. extractionThe aqueous solution was extracted with EtOAc
4. dry with materialthe combined organic extracts were dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customFurther purification
8. concentrationThe resulting product fractions were concentrated under reduced pressure
9. customto give an aqueous solution
10. extractionextracted with EtOAc
11. dry with materialThe organic extracts were dried over MgSO4
12. filtrationfiltered
13. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-d4c85acbdb3b4736aa2e764769d71a25

Quelldatensatz

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09409895B2