Triethylamine → HCID 66868671, Verbindung

HRID 1850850

Reaktionsgleichung

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:22][CH2:23][CH2:24][NH2:25])[CH:20]=4)[C:15]([CH3:27])([CH3:26])[CH2:14][N:13]=3)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH2:35]([N:37]([CH2:42][CH3:43])[S:38](Cl)(=[O:40])=[O:39])[CH3:36]>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:22][CH2:23][CH2:24][NH:25][S:38](=[O:40])(=[O:39])[N:37]([CH2:42][CH3:43])[CH2:35][CH3:36])[CH:20]=4)[C:15]([CH3:27])([CH3:26])[CH2:14][N:13]=3)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Komponenten

Reaktionsbedingungen

Temperatur: 2.5 °C

Versuchsvorschrift

2-({1-[1-(4-Chlorophenyl)cyclobutyl]-4,4-dimethyl-3,4-dihydroisoquinolin-7-yl}oxy)ethanamine (145 mg, 0.38 mmol, cf. example 67) was dissolved in dry dichloromethane (8 mL). Triethylamine (60 μL, 0.45 mmol). The solution was cooled to 0-5° C. and diethylsulfamoyl chloride (71.5 mg, 0.42 mmol) was added. The reaction mixture was stirred at room temperature over night. The reaction mixture was diluted with dichloromethane (20 mL) and washed with a 1:1 mixture of water and saturated ammonium chloride solution (20 mL). The organic layer was dried (MgSO4) and the solvent was evaporated in vacuo. The crude product was purified by flash chromatography (silica, dichloromethane then dichloromethane:ethyl acetate=180:5). Yield: 96 mg (0.19 mmol, 48.9%).

Aufarbeitung

washwashed with a 1:1 mixture of water and saturated ammonium chloride solution (20 mL)
dry with materialThe organic layer was dried (MgSO4)
customthe solvent was evaporated in vacuo
customThe crude product was purified by flash chromatography (silica, dichloromethane

Quellen und Nachweise

ORD-Eintrag: ord-42b2f3ce90a648c7b1166e2a0717bd11
Quelldatensatz: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08957089B2

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