Reaction #640533

ord-8b9f34435be842cf8a5fb4b6184f2648

Reaction equation

COc1cc(C(=O)Cn2c(-c3nonc3N)nc3ccccc32)ccc1O
4-[1-(3-methoxy-4-hydroxyphenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine
CCN(C(C)C)C(C)C
DIPEA
COCCl
methoxymethyl chloride
COCOc1ccc(C(=O)Cn2c(-c3nonc3N)nc3ccccc32)cc1OC
title compound
COCOc1ccc(C(=O)Cn2c(-c3nonc3N)nc3ccccc32)cc1OC
4-[1-(3-Methoxy-4-methoxymethoxy-phenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Washwashed with water
  2. 2
    Dryingdried over sodium sulphate
  3. 3
    FiltrationFiltration of the sodium sulphate and concentration of the filtrate under reduced pressure

Procedure

A mixture of 4-[1-(3-methoxy-4-hydroxyphenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine (0.10 g, 0.27 mmol), DIPEA and methoxymethyl chloride in dry DMF is stirred at room temperature for 14 hours. The reaction mixture is diluted with ethyl acetate, washed with water and dried over sodium sulphate. Filtration of the sodium sulphate and concentration of the filtrate under reduced pressure gives the title compound as colorless, pure solid, m.p. 190° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE042890E1uspto-grants-2011_11