Reaktion #2032576

Reaktionsgleichung

[4-(1-adamantyl)-phenoxy]acetic acid

3-amino-benzenesulfonamide

N,N-diisopropylethylamine

DIPEA

benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate

→

N-(3-sulfamoyl-phenyl)-acetamide

Ausbeute 38.5%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepartitioned between ethyl acetate and water
2. 2
   WaschenThe organic phase was washed with brine
3. 3
   Trocknendried (MgSO4 anh)
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe residue was purified by Prep-TLC (n-Hexane:EtoAc:MeOH=6:3:1)

Vorschrift

The mixture of [4-(1-adamantyl)-phenoxy]acetic acid (80.7 mg, 0.28 mmol), 3-amino-benzenesulfonamide (72.3 mg, 0.42 mmol), N,N-diisopropylethylamine, redistilled (DIPEA) (0.1 ml, 0.56 mmol) and benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate (pybop) (291.4 mg, 0.56 mmol) in DMF (5 mL) was stirred overnight and then partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4 anh), and concentrated. The residue was purified by Prep-TLC (n-Hexane:EtoAc:MeOH=6:3:1) to give 244-Adamantyl-1-yl-phenoxyl)-N-(3-sulfamoyl-phenyl)-acetamide as a white solid (23.1 mg, 18.7% yield).

Quelle