Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 423292Erstellt: 26. Oktober 2026

PyBOP → 5-(3-Chloro-4-isopropoxyphenyl)-3-(1H-indol-5-yl)-1,2,4-oxadiazole

https://huagongshe.com/reaction/423292

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyBOPHCID 2724699—
Edukt3-Chloro-4-(propan-2-yloxy)benzoic acidHCID 22597728—
EduktHCID 178513238HCID 178513238—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-(3-Chloro-4-isopropoxyphenyl)-3-(1H-indol-5-yl)-1,2,4-oxadiazoleHCID 5931835311,9%

Reaktionsschritte

D1 (500 mg), D4 (611 mg) and PyBOP (1.66 g) were dissolved in DMF and stirred overnight. The reaction mixture was then evaporated and partitioned between EtOAc and H2O. The organic layer was washed with H2O (×2) then brine, dried over MgSO4, filtered and evaporated to give the crude product. This was purified on a silica cartridge, eluting with a 0 to 50% mixture of Et2O in hexane to give the title compound (120 mg) as a white solid. δH (CDCl3, 400 MHz): 1.43 (6H, d), 4.69 (1H, septet), 6.92 (1H, s), 7.04 (1H, d), 7.25 (1H, s), 7.48 (1H, d), 8.00 (1H, d), 8.07 (1H, d), 8.25 (1H, s), 8.39 (1H, br. s), 8.50 (1H, s). MS (ES): C19H16ClN3O2 requires 353; found 354 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08101775B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-4f7805d80bb0444b915b9cd35f8d77b5
Quellennotizuspto-grants-2012_01