Sodium Hydroxide → Sodium (4R)-2-[7-(acetylamino)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-4-methyl-4-(3-methylbutyl)-3-oxo-3,4-dihydronaphthalen-1-olate

HRID 494583Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 494583
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C@@:5]([CH3:17])([CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:4](=[O:18])[C:3]=1[C:19]1[NH:24][C:23]2[CH:25]=[CH:26][C:27]([NH:29][C:30](=[O:32])[CH3:31])=[CH:28][C:22]=2[S:21](=[O:34])(=[O:33])[N:20]=1.[OH-].[Na+:36]>O>[C:30]([NH:29][C:27]1[CH:26]=[CH:25][C:23]2[NH:24][C:19]([C:3]3[C:4](=[O:18])[C@:5]([CH3:17])([CH2:12][CH2:13][CH:14]([CH3:15])[CH3:16])[C:6]4[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=4)[C:2]=3[O-:1])=[N:20][S:21](=[O:33])(=[O:34])[C:22]=2[CH:28]=1)(=[O:32])[CH3:31].[Na+:36]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 135409606N-{3-[(4R)-1-hydroxy-4-methyl-4-(3-methylbutyl)-3-oxo-3,4-dihydronaphthalen-2-yl]-1,1-dioxido-4H-1,2,4-benzothiadiazin-7-yl}acetamide

Produkt 1

HCID 86598022Sodium (4R)-2-[7-(acetylamino)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-4-methyl-4-(3-methylbutyl)-3-oxo-3,4-dihydronaphthalen-1-olateAusbeute 993 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A suspension of the product of Example 44A (0.046 g) in water (1 mL) was treated with 0.997N sodium hydroxide solution (0.090 mL, 0.090 mmol) and stirred at 25° C. for 1 hour. The solution was lyophilized to give the title compound (0.45 g, 99%). 1H NMR (300 MHz, DMSO-d6): δ ppm 0.45 (m, 1H) 0.69 (m, 6H) 0.80 (m, 1H) 1.27 (m, 1H) 1.37 (m, 3H) 1.72 (m, 1H) 2.06 (m, 3H) 2.15 (m, 1H) 7.23 (m, 1H) 7.32 (m, 1H) 7.46 (m, 2H) 7.65 (m, 1H) 8.03 (m, 2H) 10.13 (m, 1H) 15.44 (m, 1H). MS (ESI−) m/z 480 (M−H)−.

Quellen und Nachweise

ORD-Eintrag
ord-844f57e7882d4149ab99641317f04fd4
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538105B2

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