Réaction #1596955

ord-2abff68427a14542829dca56fb457ba4

Équation de réaction

CC(C)(C)OC(=O)CN(CCc1ccc(S(N)(=O)=O)cc1)Cc1ccccn1
tert-butyl 2-((pyridin-2-ylmethyl)(4-sulfamoylphenethyl)amino)acetate
NS(=O)(=O)c1ccc(CCN(CC(=O)O)Cc2ccccn2)cc1
2-((pyridin-2-ylmethyl)(4-sulfamoylphenethyl)amino)acetic acid
Rendement 100.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe solvent was removed under reduced pressure

Mode opératoire

To a solution of tert-butyl 2-((pyridin-2-ylmethyl)(4-sulfamoylphenethyl)amino)acetate (150 mg, 0.37 mmol) in DCM (3.0 mL) and TFA (3.0 mL) was stirred at room temperature for overnight. The solvent was removed under reduced pressure to give 2-((pyridin-2-ylmethyl)(4-sulfamoylphenethyl)amino)acetic acid (129 mg, 100%). 1H NMR (400 MHz, CD3OD) δ 8.73 (d, J=5.6 Hz, 0.46 H), 8.58 (d, J=4.4 Hz, 1H), 8.57 (t, J=8.0 Hz, 0.46H), 8.16 (t, J=7.6 Hz, 1H), 8.01 (d, J=8.4 Hz, 0.54 H), 7.96 (t, J=6.8 Hz, 0.54H), 7.79 (d, J=8.4 Hz, 2H), 7.66 (d, J=7.2 Hz, 2H), 7.35 (d, J=8.4 Hz, 2H), 4.51 (s, 2H), 4.06 (s, 2H), 3.36 (t, J=7.6 Hz, 2H), 3.05 (t, J=7.6 Hz, 2H); ESMS m/z: 355 (M+H)+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08211402B2uspto-grants-2012_07