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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 243319Erstellt: 26. Oktober 2026

2-Amino-4-chloropyrimidine → (S)-N4-(1-(1-phenyl-1H-benzo[d]imidazol-2-yl)ethyl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/243319

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Amino-4-chloropyrimidineHCID 223332—
Edukt(S)-1-(1-Phenyl-1H-benzo[D]imidazol-2-YL)ethanamineHCID 68157455—
LösungsmittelEthanolHCID 702—
Produkt(S)-N4-(1-(1-phenyl-1H-benzo[d]imidazol-2-yl)ethyl)pyrimidine-2,4-diamineHCID 6016163245,9%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Into a 25-mL round-bottom flask was placed a solution of (S)-1-(1-phenyl-1H-benzo[d]imidazol-2-yl)ethanamine from Example 4 (238 mg, 1.00 mmol, 1.00 equiv) in ethanol (8 mL) and 4-chloropyrimidin-2-amine (130 mg, 0.99 mmol, 0.98 equiv, 98%). The resulting solution was stirred overnight at 100° C. and concentrated under vacuum. The crude product was applied onto a C18 Column (water/acetonitrile) to afford 150 mg (44%) of 145 as a white solid. LC-MS (ES, m/z): 331 [M+H]+ H-NMR (300 MHz, CD3OD, ppm): δ 7.83 (d, 1H), 7.57 (m, 8H), 6.11 (q, 1H), 5.61 (q, 1H), 1.67 (d, 3H)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653089B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-38eef9e5d8a54aadabfb54f4e5de317f
Quellennotizuspto-grants-2014_02