Methanesulfonamide → HCID 66634221, compound

Participants

Role	Name	HCID	Charge
Reactant	Methanesulfonamide	HCID 72879	—
Reactant	1-Chloro-2-[(1E)-prop-1-en-1-yl]benzene	HCID 14419677	—
Reactant	1-((1R)-((2R,4R,5S)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)-4-((1R)-((2R,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)phthalazine	HCID 51003674	—
Reactant	2-Methylpropan-2-ol--water (1/1)	HCID 71401949	—
Product	HCID 66634221	HCID 66634221	90%

Reaction Steps

1-(2-chlorophenyl)-trans-1-propene (2.5 g, Preparation Example 1) was dissolved in 50 mL of the mixture of t-BuOH/H2O (1:1 (V/V)). At 0° C., AD-mix-α (Aldrich, U.S.A.) (23.5 g) and methane sulfone amide (CH3SO2NH2, 1.27 g, 0.013 mol) were added thereto and stirred for overnight. When the reaction was completed, the obtained product was washed with an aqueous solution of sodium sulfite (Na2SO3) and ethylacetate (EA). Then, the organic layer was dehydrated with anhydrous magnesium sulfate (MgSO4), filtrated, and concentrated under reduced pressure. The concentrated residue was purified by a silica gel column chromatography to produce the title compound (2.96 g, yield 90%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08859817B2
Source dataset	uspto-grants-2014_10
ORD ID	ord-6f6223f9096b46d79c6e20853e4b6878
Source note	uspto-grants-2014_10