Diisopropylethylamine → 1-[9-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl]-3-(1H-indol-4-yloxy)-propan-2-ol

HRID 40639

Reaktionsgleichung

Reaktionsgleichung von HRID 40639
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([N:11]3[CH2:18][CH:17]4[NH:19][CH2:20][CH:12]3[CH2:13][CH:14]=[CH:15][CH2:16]4)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.[O:21]1[CH2:23][CH:22]1[CH2:24][O:25][C:26]1[CH:34]=[CH:33][CH:32]=[C:31]2[C:27]=1[CH:28]=[CH:29][NH:30]2.CCN(C(C)C)C(C)C>C(O)C>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([N:11]3[CH2:18][CH:17]4[N:19]([CH2:23][CH:22]([OH:21])[CH2:24][O:25][C:26]5[CH:34]=[CH:33][CH:32]=[C:31]6[C:27]=5[CH:28]=[CH:29][NH:30]6)[CH2:20][CH:12]3[CH2:13][CH:14]=[CH:15][CH2:16]4)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 6050154-(oxiran-2-ylmethoxy)-1H-indoleHCID 692338197-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-ene

Produkt 1

HCID 692314691-[9-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl]-3-(1H-indol-4-yloxy)-propan-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

7-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-ene (15 mg, 0.055 mmol) and 4-oxiranylmethoxy-1H-indole (20 mg, 0.106 mmol) were placed in a μW tube with ethanol (2 ml), DiPEA (0.2 mL) and heated to 120° C. for 900 sec. The solvent was evaporated to yield a crude oil, which was purified via reverse phase chromatography (20% CH3CN to 90% CH3CN in water) to yield the title compound as a residue.

Aufarbeitung

  1. customThe solvent was evaporated
  2. customto yield a crude oil, which
  3. customwas purified via reverse phase chromatography (20% CH3CN to 90% CH3CN in water)

Quellen und Nachweise

ORD-Eintrag
ord-29979d734b6445b099a02ac5a12e13fa
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530475B2

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