Reaktion #619088

ord-49fcc1b689bc4e04b52765cb7527cbce

Reaktionsgleichung

O=C1CCC(=O)N1Br
N-bromosuccinimide
C1CCC(NC2CCCCC2)CC1
dicyclohexylamine
CCOC(=O)Cc1csc(N)n1
(2-amino-4-thiazolyl)acetic acid ethyl ester
CC(=O)O
acetic acid
CCOC(=O)Cc1nc(NC(=O)N(C2CCCCC2)C2CCCCC2)sc1Br
title compound
CCOC(=O)Cc1nc(NC(=O)N(C2CCCCC2)C2CCCCC2)sc1Br
[5-Bromo-2-(3,3-dicyclohexyl-ureido)-thiazol-4-yl]-acetic acid ethyl ester
CCOC(=O)Cc1csc(NC(=O)N(C2CCCCC2)C2CCCCC2)n1
[2-(3,3-Dicyclohexyl-ureido)-thiazol-4-yl]-acetic acid ethyl ester

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenThe reaction mixture was concentrated in vacuo
  2. 2
    workup.DISSOLUTIONredissolved in dichloromethane
  3. 3
    Waschenwashed with 10% sodium sulphate, water, aqueous sodium bicarbonate, brine
  4. 4
    Trocknendried over magnesium sulphate

Vorschrift

[2-(3,3-Dicyclohexyl-ureido)-thiazol-4-yl]-acetic acid ethyl ester was prepared from dicyclohexylamine and (2-amino-4-thiazolyl)acetic acid ethyl ester as described in general procedure (A). To this compound was added 1.3 equivalents of N-bromosuccinimide suspended in acetic acid, and the mixture was stirred for 3 h at RT. The reaction mixture was concentrated in vacuo, redissolved in dichloromethane, washed with 10% sodium sulphate, water, aqueous sodium bicarbonate, brine and then dried over magnesium sulphate. Flash chromatography afforded the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE045183E1uspto-grants-2014_10