Ethyl Acetate → 1-(1H-Indol-4-yloxy)-3-(9-naphthalen-2-ylmethyl-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl)-propan-2-ol

HRID 40640

Reaktionsgleichung

[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][N:12]1[CH2:19][C@H:18]2[NH:20][CH2:21][C@@H:13]1[CH2:14][CH:15]=[CH:16][CH2:17]2.C(OCC)(=O)C.[O:28]1[CH2:30][CH:29]1[CH2:31][O:32][C:33]1[CH:41]=[CH:40][CH:39]=[C:38]2[C:34]=1[CH:35]=[CH:36][NH:37]2>C(O)C>[NH:37]1[C:38]2[C:34](=[C:33]([O:32][CH2:31][CH:29]([OH:28])[CH2:30][N:20]3[CH2:21][CH:13]4[N:12]([CH2:11][C:2]5[CH:3]=[CH:4][C:5]6[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=6)[CH:1]=5)[CH2:19][CH:18]3[CH2:17][CH:16]=[CH:15][CH2:14]4)[CH:41]=[CH:40][CH:39]=2)[CH:35]=[CH:36]1

Komponenten

Reaktionsbedingungen

Temperatur: 95 °C

Versuchsvorschrift

Z-(1S,6S)-7-naphthalen-2-ylmethyl-7,9-diaza-bicyclo[4.2.2]dec-3-ene (30 mg, 0.064 mmol), ethyl acetate (0.5 mL) and 4-oxiranylmethoxy-1H-indole (50 mg, 0.26 mmol) were placed in a μW tube with ethanol (3 ml) and heated to 95° C. for 900 sec. The solvent was evaporated to yield a crude oil, which was purified via flash chromatography (15% Ethyl acetate/heptane to 100% Ethyl acetate) to yield the title compound as a residue.

Aufarbeitung

customThe solvent was evaporated
customto yield a crude oil, which
customwas purified via flash chromatography (15% Ethyl acetate/heptane to 100% Ethyl acetate)

Quellen und Nachweise

ORD-Eintrag: ord-765c01a4a9d14881ae9a0371187c4510
Quelldatensatz: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08530475B2

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