Reaktion #1568392

ord-38ac717f4e59470f97df9bd77077a546

Reaktionsgleichung

CC(C)(C)OC(=O)C(C)(C)CNC(=O)c1nc(C#N)c2cc(Cc3ccccc3)ccc2c1O
3-[(7-Benzyl-1-cyano-4-hydroxy-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acid tert-butyl ester
→
CC(C)(CNC(=O)c1nc(C#N)c2cc(Cc3ccccc3)ccc2c1O)C(=O)O
title compound
Ausbeute 64.4%
CC(C)(CNC(=O)c1nc(C#N)c2cc(Cc3ccccc3)ccc2c1O)C(=O)O
3-[(7-Benzyl-1-cyano-4-hydroxy-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acid
Ausbeute 64.4%

Edukte

CC(C)(C)OC(=O)C(C)(C)CNC(=O)c1nc(C#N)c2cc(Cc3ccccc3)ccc2c1O
3-[(7-Benzyl-1-cyano-4-hydroxy-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acid tert-butyl ester

Reagenzien

Keine

Lösungsmittel

O=C(O)C(F)(F)F
trifluoroacetic acid
ClCCl
dichloromethane

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenwas concentrated

Vorschrift

A mixture of 3-[(7-Benzyl-1-cyano-4-hydroxy-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acid tert-butyl ester (22 mg, 0.05 mmole) in a mixture of trifluoroacetic acid (3 ml) and dichloromethane (1 ml) was stirred room temperature for 80 minutes before it was concentrated to give the title compound as a white solid (13 mg). LC-MS ESI−: 402 (M−1)−.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09409892B2uspto-grants-2016_08