Reaktion #1932398

Reaktionsgleichung

4′-methyl-5-((6-methylpyridin-3-yl)methylcarbamoyl)-biphenyl-3-carboxylic acid

N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride

1-hydroxybenzotriazole hydrate

(S)-3-hydroxypyrrolidine

N,N-diisopropylethylamine

→

(S)-5-(3-Hydroxypyrrolidine-1-carbonyl)-4′-methyl-N-((6-methylpyridin-3-yl)methyl)biphenyl-3-carboxamide

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated in vacuo
2. 2
   SonstigeThe residue was purified by preparative HPLC (100×21.2 mm C18 column, 30-60% MeCN/water[10 mM Et2NH])
3. 3
   Sonstigeby silica gel column (0-20% MeOH/CH2Cl2) to afford a white foam

Vorschrift

To a mixture of 4′-methyl-5-((6-methylpyridin-3-yl)methylcarbamoyl)-biphenyl-3-carboxylic acid (55 mg, 0.15 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (58 mg, 0.30 mmol), 1-hydroxybenzotriazole hydrate (23 mg, 0.15 mmol), and CH2Cl2 (3 mL) were added (S)-3-hydroxypyrrolidine (26 mg, 0.30 mmol) and N,N-diisopropylethylamine (53 μL, 0.30 mmol). The mixture was stirred at room temperature overnight, and then concentrated in vacuo. The residue was purified by preparative HPLC (100×21.2 mm C18 column, 30-60% MeCN/water[10 mM Et2NH]) and then by silica gel column (0-20% MeOH/CH2Cl2) to afford a white foam.

Quelle