Formaldehyde → HCID 69016587, Verbindung

To a solution of (R)-N-[3-(pyrrolidin-2-ylmethoxy)-4-trifluoromethyl-phenyl]-acetamide (0.85 g, 2.81 mmol) in 25 mL CH3CN was added 1.13 mL formaldehyde (37% in H2O) and NaBH3CN (0.28 g, 4.50 mmol). The reaction was stirred for 1 h, and the pH of the reaction was neutralized every 15 min by introducing several drops of AcOH. The reaction was concentrated in vacuo and dissolved into Et2O and 6 N NaOH. The layers were separated, and the organic layer was washed twice with 6N NaOH and extracted with 6 N HCl twice. The acidic aqueous layer was basified with NaOH pellets and extracted 4 times with CH2Cl2. The CH2Cl2 layers were combined, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to yield the title compound.

1. waitthe pH of the reaction was neutralized every 15 min
2. concentrationThe reaction was concentrated in vacuo
3. dissolutiondissolved into Et2O and 6 N NaOH
4. customThe layers were separated
5. washthe organic layer was washed twice with 6N NaOH
6. extractionextracted with 6 N HCl twice
7. extractionextracted 4 times with CH2Cl2
8. dry with materialdried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated in vacuo
11. customThe residue was purified by silica gel column chromatography

ORD-Eintrag

ord-6a40d2ab86304f669b6ea07c38885d4f

Quelldatensatz

uspto-grants-2009_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07531553B2