4-Morpholinecarbonyl chloride → HCID 178455389, compound

Participants

Reaction Conditions

Reaction Steps

(cis)-4-(4-(2-((3R,3aR,6R,6aS)-6-(tert-Butyldimethylsilyloxy)hexahydrofuro[3,2-b]furan-3-yloxy)-6-chloro-3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[4,5-b]pyridin-5-yl)phenyl)cyclohexanol (50 mg) is dissolved in pyridine (1 mL), treated with morpholine-4-carbonyl chloride (25 μL) and stirred for 6 hours at 50° C. Morpholine-4-carbonyl chloride (75 μL) is added and the mixture is stirred for 12 hours at 70° C. Morpholine-4-carbonyl chloride (75 μL) is added and the mixture is stirred for 6 hours at 70° C. Again morpholine-4-carbonyl chloride (250 μL) is added and the mixture is stirred for 12 hours at 70° C. The mixture is partitioned between ethylacetate and hydrochloric acid (1 M). The organic phase is dried (MgSO4) and concentrated. The crude product is used directly in the next step.

Provenance & Evidence