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HRID 920662Erstellt: 24. Oktober 2026

Hydrochloric Acid → N-Butyl-5H-pyrrolo[3,2-d]pyrimidin-2-amine

https://huagongshe.com/de/reaction/920662

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktButylamineHCID 8007—
Edukt2-Chloro-5H-pyrrolo[3,2-d]pyrimidineHCID 45789986—
LösungsmittelIsopropanolHCID 3776—
ProduktN-Butyl-5H-pyrrolo[3,2-d]pyrimidin-2-amineHCID 8673115496%

Reaktionsbedingungen

Temperatur170 °C

Reaktionsschritte

A suspension of 2-chloro-5H-pyrrolo[3,2-d]pyrimidine (0.62 g, 4 mmol) in 5 mL iPrOH was added nBuNH2 (2.5 mL, 25.3 mmol) and followed by HCl (2.0 mL, 4.0 M in dioxanes, 8 mmol). The resulting solution was heated at 170° C. for 1 h under microwave irradiation. The reaction was monitored by LC-MS. The reaction time should be extended whenever it is necessary. After evaporation of solvents, the crude product was washed with minimal amount of MeOH. The solid was collected. And the MeOH filtrate was purified by ISCO to provide the desired product (0.73 g, 96%). 1H NMR (400 MHz, CD3OD) δ 8.42 (d, J=0.8 Hz, 1H), 7.53 (d, J=3.1 Hz, 1H), 6.27 (dd, J=3.0, 0.8 Hz, 1H), 3.37 (t, J=7.1 Hz, 2H), 1.68-1.57 (m, 2H), 1.52-1.36 (m, 2H), 0.97 (t, J=7.4 Hz, 3H); MS m/z 191.2 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09273056B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-2c45cc994563467b8e682c133669308f
Quellennotizuspto-grants-2016_03