Sodium ethoxide → Sodium (4R)-4-(3,3-dimethylbutyl)-4-methyl-2-{7-[(methylsulfonyl)amino]-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl}-3-oxo-3,4-dihydronaphthalen-1-olate

Participants

Role	Name	HCID	Charge
Reactant	Sodium ethoxide	HCID 2723922	—
Reactant	Methanesulfonamide, N-(3-((4R)-4-(3,3-dimethylbutyl)-3,4-dihydro-1-hydroxy-4-methyl-3-oxo-2-naphthalenyl)-1,1-dioxido-2H-1,2,4-benzothiadiazin-7-yl)-	HCID 135430231	—
Solvent	Ethanol	HCID 702	—
Product	Sodium (4R)-4-(3,3-dimethylbutyl)-4-methyl-2-{7-[(methylsulfonyl)amino]-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl}-3-oxo-3,4-dihydronaphthalen-1-olate	HCID 23666872	93.3%

Reaction Steps

A solution of sodium ethoxide (31.4 g, 0.462 mol) in ethanol (450 mL) was added over 50 minutes to a solution of the product of Example 49-7 (223.16 g, 0.420 mol) in ethanol (1700 mL) at 73° C. The product precipitated and the slurry was cooled slowly to room temperature and the product was isolated by filtration and dried to give the title compound (216.9 g, 93%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07538105B2
Source dataset	uspto-grants-2009_05
ORD ID	ord-27df0b067d7240359af32933f7200519
Source note	uspto-grants-2009_05