Reaction #1597009

ord-37bdd83f36d94255ad1c3ea222904faa

Reaction equation

Nc1ccc(O)c(C(=O)O)c1
5-aminosalicylic acid
Fc1c(F)c(F)c(CBr)c(F)c1F
pentafluorobenzyl bromide
→
O=C(O)c1cc(NCc2c(F)c(F)c(F)c(F)c2F)ccc1O
5-(pentafluorobenzyl)aminosalicylic acid
Yield 60.0%

Reactants

Nc1ccc(O)c(C(=O)O)c1
5-aminosalicylic acid
Fc1c(F)c(F)c(CBr)c(F)c1F
pentafluorobenzyl bromide

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherin Synthesis Example 1

Procedure

By following the similar procedure in Synthesis Example 1 by using 5-aminosalicylic acid (500 mg, 3.26 mmole) and pentafluorobenzyl bromide (1.02 g, 3.92 mmole), 650 mg (60% yield) of 5-(pentafluorobenzyl)aminosalicylic acid was obtained as a white solid.: mp>190° C. (decompose).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08211878B2uspto-grants-2012_07