Dichloromethane → HCID 86646719, compound

Participants

Reaction Steps

cis-(Octahydro-quinolin-1-yl)-(5-piperidin-4-yl-thiophen-3-yl)-methanone (CC-033) (0.072 g, 0.21 mmol) and 1-methyl-1H-pyrazole-4-carboxaldehyde (0.33 mmol) were dissolved in DCE (3 mL). Sodium triacetoxyborohydride (0.33 mmol) was added and the mixture stirred for 6 hours. A second portion of sodium triacetoxyborohydride was added and the mixture stirred for 72 hours. DCM (25 mL) was added and the organic solution was washed with saturated sodium carbonate solution then brine, and then dried with anhydrous magnesium sulphate. The solvent was removed under vacuum and the resulting gum purified by HPLC eluting with 10%-98% acetonitrile in water (0.1% formic acid). The fractions containing the desired product were concentrated under vacuum to give the title compound (0.047 g). LCMS m/z 427.31 [M+H]+ RT=6.70 min (Analytical Method 2).

Provenance & Evidence