Sodium Hydroxide → Sodium (4r)-4-methyl-4-(3-methylbutyl)-2-{7-[(1-naphthylsulfonyl)amino]-1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl}-3-oxo-3,4-dihydronaphthalen-1-olate

HRID 494622Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 494622
[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][S:30]([C:33]3[C:42]4[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=4)[CH:36]=[CH:35][CH:34]=3)(=[O:32])=[O:31])=[CH:28][C:22]=2[S:21](=[O:44])(=[O:43])[N:20]=1.[OH-].[Na+:46]>O>[CH3:17][C@@:5]1([CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([O-:1])=[C:3]([C:19]2[NH:24][C:23]3[CH:25]=[CH:26][C:27]([NH:29][S:30]([C:33]4[C:42]5[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=5)[CH:36]=[CH:35][CH:34]=4)(=[O:32])=[O:31])=[CH:28][C:22]=3[S:21](=[O:44])(=[O:43])[N:20]=2)[C:4]1=[O:18].[Na+:46]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 136384722n-{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}naphthalene-1-sulfonamide

Produkt 1

HCID 131726901Sodium (4r)-4-methyl-4-(3-methylbutyl)-2-{7-[(1-naphthylsulfonyl)amino]-1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl}-3-oxo-3,4-dihydronaphthalen-1-olateAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of Example 105A (30.0 mg, 0.048 mmol) and 0.998 M sodium hydroxide (0.048 mL, 0.048 mmol) in water (3 mL) was stirred at rt for 16 h. The reaction mixture was concentrated in vacuo to give the title compound (21 mg, 68% yield). 1H NMR (300 MHz, DMSO-d6) δ 0.40 (m, 1H) 0.65 (d, J=6.62 Hz, 3H) 0.67 (m, 3H) 0.75 (m, 1H) 1.26 (m, 1H) 1.34 (s, 3H) 1.69 (m, 1H) 2.10 (m, 1H) 7.12 (m, 2H) 7.23 (s, 1H) 7.29 (m, 1H) 7.44 (m, 2H) 7.64 (m, 2H) 7.74 (m, 1H) 8.00 (d, J=7.72 Hz, 1H) 8.07 (d, J=7.72 Hz, 1H) 8.16 (d, J=7.35 Hz, 1H) 8.20 (m, 1H) 8.76 (s, 1H) 10.82 (s, 1H) 15.39 (s, 1H). MS (ESI+) m/z 652.0 (M+H)+, 630.0 (M+H−Na)+, 647 (M−Na+NH4)+, (ESI−) m/z 628.0 (M−H−Na)−.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e698f2fdbf284ff7b588e4319fa7b9f4
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538105B2

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