N-((3-chloropyrazin-2-yl)Methyl)-3-oxocyclobutanecarboxaMide synthesis
- Product Name:N-((3-chloropyrazin-2-yl)Methyl)-3-oxocyclobutanecarboxaMide
- CAS Number:939412-84-7
- Molecular formula:C10H10ClN3O2
- Molecular Weight:239.66
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Yield:939412-84-7 104 g
Reaction Conditions:
Stage #1: C-(3-chloropyrazin-2-yl)-methylamine hydrochloride salt;3-oxocyclobutanecarboxylic acidwith triethylamine in dichloromethane at 0 - 5; for 0.25 h;Inert atmosphere;
Stage #2: with HATU in dichloromethane at 25 - 30;Inert atmosphere;
Steps:
33.B.1 Step 1: Synthesis of N'-[(2-chlorophenyl) methyl] -3 -oxo-cyclobutanecarboxamide (XL VI)
A stirred suspension of (3-chloropyrazin-2-yl)methanamine HCI (100 g, 0.55 mol) in DCM (500 ml) was cooled at 0-5 °C and maintained under nitrogen atmosphere. To this cooled reaction mixture 3-oxocyclobutanecarboxylic acid (69.3 g, 0.6 mol) and triethylamine (306 ml, 2.2 mol) were added. After stirring for 15 min at 0-5 °C HATU (231 g, 0.6 mol) was added and the mixture was allowed to stir at 25-30 °C overnight. The mixture was portioned between ethyl acetate and water, layers were cut and organic layer was brine washed, dried over anhydrous sodium sulphate. The residue was chromatographed in a solvent mixture (ethyl acetate/hexane) to provide title compound (XL VI) as colorless oil. Yield = 104 g.
References:
WO2021/38540,2021,A1 Location in patent:Page/Page column 145
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939412-86-9
149 suppliers
$9.00/250mg
939412-84-7
4 suppliers
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