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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 851911Erstellt: 25. Oktober 2026

5-Amino-2-methoxyphenol → HCID 58928321, Verbindung

https://huagongshe.com/reaction/851911

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-Amino-2-methoxyphenolHCID 74314—
EduktDiisopropylethylamineHCID 81531—
Edukt6-Bromo-4-chloro-7H-pyrrolo[2,3-D]pyrimidineHCID 45789827—
Lösungsmittel1-ButanolHCID 263—
ProduktHCID 58928321HCID 5892832169,9%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (100 mg, 0.41 mmol), prepared as in reference 1, is mixed with 3-hydroxy-4-methoxyaniline (170 mg, 1.22 mmol) and diisopropylethylamine (213 μL, 1.22 mmol) in n-butanol (1.3 mL). The mixture is heated to 120° C. for 18 hours, with stirring. The reaction is then cooled to ambient temperature and the solvent is removed. The resultant crude product is purified by flash column chromatography using a gradient of 3-5% MeOH in DCM to yield 5-(6-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-2-methoxy-phenol (96 mg; 66%); 1H NMR (500 MHz, d-methanol) δ 8.17 (s, 1H), 7.16 (s, 1H), 6.98 (d, J=8.6 Hz, 1H), 6.92 (d, J=8.6 Hz, 1H), 6.61 (s, 1H), 3.87 (s, 3H), 3.75 (s, 3H); LC-ESMS observed [M+H]+ 349.0 (calculated for C14H13BrN4O2, 348.0).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07253166B2
Quelldatensatzuspto-grants-2007_08
ORD IDord-7e93572a87fb41efb1bbf94b4966e397
Quellennotizuspto-grants-2007_08