Imidazole → HCID 178481629, Verbindung

To a solution of 1-methyl-imidazolidine-2,4,5-trione (Example 1.3, Part A) (800 mg, 6.25 mmol), imidazole (467 mg, 6.87 mmol), N,N-dimethylaminopyridine (cat.) and triethylamine (1.82 mL, 13.1 mmol) in chloroform (13 mL) was added chlorotrimethylsilane (1.67 mL, 13.1 mmol) dropwise at room temperature under a nitrogen atmosphere, and the reaction mixture was stirred for 2 h. Benzylamine (0.75 mL, 6.87 mmol) was added and the reaction mixture was stirred for a further 22.5 h. The reaction mixture was diluted with chloroform and water and the chloroform extracts were dried and evaporated. The crude product was purified by column chromatography (PS with gradient elution to DCM:EtOAc 3:1) to give the product as a colourless solid (838 mg, 62%), mp 152-154° C. δH (300 MHz, CD3CN) 7.95 (v br s, 1H, NH), 7.41-7.27 (m, 5H, PhH), 4.64 (s, 2H, CH2), 2.95 (s, 3H, CH3). Mass spectrum (ESI) m/z 218 (M+H).

1. stirringthe reaction mixture was stirred for a further 22.5 h
2. dry with materialthe chloroform extracts were dried
3. customevaporated
4. customThe crude product was purified by column chromatography (PS with gradient elution to DCM:EtOAc 3:1)

ORD-Eintrag

ord-acce0bf81faf4463902c8f37549108b5

Quelldatensatz

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08835629B2