Sodium Hydroxide → 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 Hydroxide	HCID 14798	—
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	Water	HCID 962	—
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	74%

Reaction Conditions

Temperature	25 °C

Reaction Steps

A suspension of the product of Example 49H in water (3 mL) was treated with 0.997N sodium hydroxide solution (0.410 mL) and stirred at 25° C. for 1 hour. The solution was lyophilized to give 209 mg (74%) of a yellow solid. 1H NMR (300 MHz, DMSO-d6): δ ppm 0.43 (m, 1H) 0.70 (s, 9H) 0.81 (m, 1H) 1.38 (s, 3H) 1.71 (m, 1H) 2.16 (m, 1H) 2.90 (s, 3H) 7.28 (m, 3H) 7.44 (m, 3H) 8.05 (d, J=7.35 Hz, 1H) 9.87 (s, 1H) 15.44 (s, 1H); MS (ESI−) m/z 530 (M−H)−.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07538105B2
Source dataset	uspto-grants-2009_05
ORD ID	ord-1c7270f2605446bbbeac2f28b287fbb6
Source note	uspto-grants-2009_05