Reaktion #610065

Reaktionsgleichung

HATU

aniline

3-aminobenzoic acid hydrochloride

N,N-diisopropylethylamine

→

3-amino-N-phenylbenzamide

Ausbeute 34.4%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe crude material was purified by reverse-phase preparative HPLC
2. 2
   SonstigeDesired fractions were collected
3. 3
   Sonstigethe solvents were removed under reduced pressure
4. 4
   Waschenwashed by 2M NH3 in MeOH

Vorschrift

HATU (230 mg, 0.605 mmol) and aniline (0.063 mL, 0.691 mmol) was added to a solution of 3-aminobenzoic acid hydrochloride (100 mg, 0.576 mmol) and N,N-diisopropylethylamine (0.217 mL, 1.267 mmol) in 1.5 mL of DMF. The reaction solution was stirred at RT for 3 h. The crude material was purified by reverse-phase preparative HPLC using 0.1% TFA in CH3CN/H2O, gradient 20% to 45%. Desired fractions were collected and the solvents were removed under reduced pressure. The residue was passed through 2 g SCX column and washed by 2M NH3 in MeOH to provide 3-amino-N-phenylbenzamide (42 mg, 0.198 mmol, 34.4% yield) as a light-yellow solid.

Quelle