Reaktion #1715477

ord-8000ae479a6e40e5a413901779709bcc

Reaktionsgleichung

Cc1cc(-c2cc(N)cc(N)c2)ccn1
51.1C
Cc1cc(-c2cc(N)cc(N)c2)ccn1
5-(2-Methylpyridin-4-yl)benzene-1,3-diamine
CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1csc(-c2ccncc2)n1
4.B
CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1csc(-c2ccncc2)n1
(S)-tert-Butyl 1-oxo-3-phenyl-1-(2-(pyridin-4-yl)thiazol-4-ylamino)propan-2-ylcarbamate
→
Cc1cc(-c2cc(N)cc(NC(=O)[C@H](Cc3ccccc3)NC(=O)OC(C)(C)C)c2)ccn1
title compound
Cc1cc(-c2cc(N)cc(NC(=O)[C@H](Cc3ccccc3)NC(=O)OC(C)(C)C)c2)ccn1
tert-Butyl (S)-1-(3-amino-5-(2-methylpyridin-4-yl)phenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Edukte

—
4.A
Cc1cc(-c2cc(N)cc(N)c2)ccn1
51.1C
Cc1cc(-c2cc(N)cc(N)c2)ccn1
5-(2-Methylpyridin-4-yl)benzene-1,3-diamine
CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1csc(-c2ccncc2)n1
4.B
CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1csc(-c2ccncc2)n1
(S)-tert-Butyl 1-oxo-3-phenyl-1-(2-(pyridin-4-yl)thiazol-4-ylamino)propan-2-ylcarbamate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe product 51.1D was purified by flash chromatography on silica gel using 0-7% MeOH/CH2Cl2 for elution

Vorschrift

This title compound was prepared from 51.1C (2.10 g, 10.0 mmol) according the procedure described above for conversion of 4.A to 4.B. The product 51.1D was purified by flash chromatography on silica gel using 0-7% MeOH/CH2Cl2 for elution.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08785468B2uspto-grants-2014_07