Reaktion #41991

ord-71866f818b4e40e097b0c842d5917d59

Reaktionsgleichung

CCC1(c2c[nH]c3c(N)cccc23)CCc2cc(F)ccc21
3-(1-ethyl-5-fluoro-indan-1-yl)-1H-indol-7-ylamine
COC(=O)Cl
methyl chloroformate
CCC1(c2c[nH]c3c(NC(=O)OC)cccc23)CCc2cc(F)ccc21
title compound
Ausbeute 36.0%
CCC1(c2c[nH]c3c(NC(=O)OC)cccc23)CCc2cc(F)ccc21
[3-(1-Ethyl-5-fluoro-indan-1-yl)-1H-indol-7-yl]-carbamic acid methyl ester
Ausbeute 36.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenwash with 1N aqueous hydrochloric acid (2×)
  2. 2
    Trocknendry over anhydrous sodium sulfate
  3. 3
    Filtrationfilter
  4. 4
    Einengenconcentrate solution in vacuo
  5. 5
    SonstigePurify the residue on silica eluting with 0 to 75% ethyl acetate/hexanes over 30 minutes

Vorschrift

Dissolve 3-(1-ethyl-5-fluoro-indan-1-yl)-1H-indol-7-ylamine (0.35 g, 1.19 mmol) in pyridine (3 ml). Add methyl chloroformate (0.10 ml, 1.31 mmol, 1.1 equivalents) and stir at room temperature under nitrogen overnight. Dilute with ether, wash with 1N aqueous hydrochloric acid (2×), dry over anhydrous sodium sulfate, filter, and concentrate solution in vacuo. Purify the residue on silica eluting with 0 to 75% ethyl acetate/hexanes over 30 minutes to provide the title compound as a white solid (0.15 g, 36%). LC-MS m/z 353.1 (M++1).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728150B2uspto-grants-2010_06