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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 254158Erstellt: 25. Oktober 2026

(1H-indol-5-yl)methanamine → 2-Amino-6-(2-furyl)-N-(5-indolylmethyl)pyrimidine-4-carboxamide

https://huagongshe.com/reaction/254158

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(1H-indol-5-yl)methanamineHCID 54791—
EduktCarbodiimideHCID 160435—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
Edukt2-Amino-6-(2-furyl)pyrimidine-4-carboxylic acidHCID 28799599—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Amino-6-(2-furyl)-N-(5-indolylmethyl)pyrimidine-4-carboxamideHCID 1135952659,4%

Reaktionsschritte

A mixture consisting of 2-amino-6-(2-furyl)pyrimidine-4-carboxylic acid (206 mg, 1.0 mmol), indole-5-methanamine (146 mg, 1.0 mmol), polymer supported carbodiimide (Argonaut Technologies, loading 1.38 mmol/g, 1.10 g, 1.5 mmol) and 1-hydroxybenzotriazole hydrate (203 mg, 1.5 mmol) in DMF (5 mL) was stirred at room temperature for 24 hr. The mixture was filtered through a pad of Celite, washing through with EtOAc. The filtrate was washed successively with H2O (10 mL), 2-M Na2CO3 (2×10 mL) and H2O (10 mL), dried (MgSO4) and concentrated in vacuo. The resulting oil was dissolved in MeOH (1.0 mL), added dropwise with stirring to H2O (2 mL) and the resulting precipitate filtered to give the title compound (198 mg, 59%) as a cream solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07875600B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-9cc58eadd0584f6a90a024859fd625e1
Quellennotizuspto-grants-2011_01