Reacción #1350606

ord-5f7c3c1893dd4e6b84d34c5e332234c3

Ecuación de reacción

c1ccc(P(c2ccccc2)c2ccccc2)cc1
Triphenylphosphine
N#Cc1ccc(CN=[N+]=[N-])s1
2-cyano-5-(azidomethyl)thiophene
N#Cc1ccc(CN=[N+]=[N-])s1
compound 24
N#Cc1ccc(CN=[N+]=[N-])s1
2-cyano-5-(azidomethyl)thiophene
N#Cc1ccc(CN)s1
title compound
Rendimiento 166.4%
N#Cc1ccc(CN)s1
2-cyano-5-(aminomethyl)thiophene
Rendimiento 166.4%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroRP-HPLC purification

Procedimiento

Triphenylphosphine (Aldrich, 5.7 g) was added to a solution of 2-cyano-5-(azidomethyl)thiophene (compound 24, 2.5 g, 10 mmol) in THF (Aldrich, 40 mL) and water (10 mL) at 0° C. The solution was allowed to warm to room temperature and stirred at ambient temperature for 10 hours. RP-HPLC purification gave the title compound (2.3 g, 94%). MS (electrospray) 139 (M+1); 1HNMR (CDCl3) δ4.01 (s, 2H), 4.75 (br s, 2H, NH2), 6.82 (d, 1H, J=3.5 Hz), 7.08 (d, 1H, J=3.5 Hz).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06541467B1uspto-grants-2003_04