Dichloromethane → N-((1-(2-pivalamidoethyl)piperidin-4-yl)methyl)-3,5-bis(trifluoromethyl)benzamide

Temperatur

-20 °C

A solution of N-((1-(2-aminoethyl)piperidin-4-yl)methyl)-3,5-bis(trifluoromethyl)benzamide (70 mg, 0.18 mmol) and TEA (123 μL, 0.881 mmol) in a 1:1 mixture of CH2Cl2:DMF (2 mL) was treated with pivaloyl chloride (42 mg, 0.35 mmol). The reaction mixture was stirred overnight then transferred to a test tube containing saturated aqueous NaHCO3 (4 mL) and EtOAc (4 mL). The biphasic mixture was mixed vigorously and allowed to separate for 15 min. After separation, the mixture was cooled to −20° C. until the aqueous layer was frozen. The organic layer was then poured off and the solvent was removed under reduced pressure at 50° C. The resulting residue was purified by HiTOPs.

1. customthen transferred to a test tube
2. additionThe biphasic mixture was mixed vigorously
3. customto separate for 15 min
4. customAfter separation
5. temperaturewas frozen
6. additionThe organic layer was then poured off
7. customthe solvent was removed under reduced pressure at 50° C
8. customThe resulting residue was purified by HiTOPs

ORD-Eintrag

ord-7457f101120747908dfc814ae09a7cd3

Quelldatensatz

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08377968B2