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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 243322Erstellt: 25. Oktober 2026

Diisopropylethylamine → (S)-N-(1-(1-phenyl-1H-benzo[d]imidazol-2-yl)ethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

https://huagongshe.com/reaction/243322

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 5356682—
Edukt(S)-1-(1-Phenyl-1H-benzo[D]imidazol-2-YL)ethanamineHCID 68157455—
Lösungsmittel1-ButanolHCID 263—
Produkt(S)-N-(1-(1-phenyl-1H-benzo[d]imidazol-2-yl)ethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 6016176442,3%

Reaktionsbedingungen

Temperatur130 °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 n-BuOH (5 mL), 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (153 mg, 1.00 mmol, 1.00 equiv) and N-ethyl-N-isopropylpropan-2-amine (0.5 mL). The resulting solution was stirred overnight at 130° C. and concentrated under vacuum. The crude product was purified by applying onto a C18 Column (water/acetonitrile) to afford 150 mg (41%) of 148 as a white solid. LC-MS (ES, m/z): 355 [M+H]+. H-NMR (300 MHz, CD3OD, ppm): δ 7.97 (s, 1H), 7.69 (d, 1H), 7.48 (m, 5H), 7.25 (m, 2H), 7.11 (m, 2H), 6.58 (d, 1H), 5.65 (q, 1H), 1.71 (d, 3H)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653089B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-9d96eb8841e34fa28cc39bc341d154b0
Quellennotizuspto-grants-2014_02