Diisopropylethylamine → HCID 25015094, compound

Participants

Reaction Steps

The title compound was prepared by the method of Example 1, step e) by reacting 3-methylpyrrolidin-3-ol (0.42 g) (instead of (S)-3-hydroxypyrrolidine) with 2,6-dichloro-quinoline-5-carboxylic acid (1-hydroxy-3-methyl-cyclohexylmethyl)-amide (0.10 g) and triethylamine (0.38 ml) (instead of diisopropylethylamine) in acetonitrile (1 ml) to afford the title compound crude and as a 1:1 mixture of diastereomers. The reaction was concentrated in vacuo and the products isolated by flash column chromatography (SiO2, 4% methanol/dichloromethane as eluent) as a colourless solid (70 mg). The diastereomers were separated by supercritical fluid chromatography (SFC) on an OJ Daicel column using 25% ethanol/carbon dioxide as eluent to afford Isomer 1 as a colourless solid (18 mg).

Provenance & Evidence