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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1518993Erstellt: 26. Oktober 2026

Triethylamine → 3-(Benzenesulfonyl-benzyl-amino)-N-(1H-indazol-6-yl)-benzamide

https://huagongshe.com/reaction/1518993

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1H-Indazol-6-amineHCID 81423—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt3-(Benzenesulfonyl-benzyl-amino)-benzoic acidHCID 67310950—
EduktHCID 178418395HCID 178418395—
LösungsmittelAcetonitrileHCID 6342—
Produkt3-(Benzenesulfonyl-benzyl-amino)-N-(1H-indazol-6-yl)-benzamideHCID 4618250545,7%

Reaktionsschritte

A solution of 3-(benzenesulfonyl-benzyl-amino)-benzoic acid (25 mg, 0.068 mmol), 6-amino-1H-indazole (18 mg, 0.136 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (15 mg, 0.075 mmol), mercaptobenzothiazole (2 mg, 0.007 mmol) and triethylamine (24 μl, 0.17 mmol) in dry acetonitrile (2 ml) were stirred at room temperature for 15 hrs. The reaction mixture was quenched with water (10 ml) and extracted with dichloromethane (3×7 ml). The organics were combined, dried (PTFE frit) and concentrated in vacuo. The crude residue was purified by preparative TLC (10% diethyl ether in dichloromethane) to afford the title compound as a brown solid (15 mg, 45%). HPLC retention time 5.80 min. Mass spectrum (ES+) m/z 483 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09073834B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-e162eebe7b8b4bb4a362c5537f36a037
Quellennotizuspto-grants-2015_07