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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1410106Erstellt: 23. Oktober 2026

Water → 5-chloro-N-(3,4,5-trimethoxyphenyl)thiazolo[5,4-d]pyrimidin-7-amine

https://huagongshe.com/de/reaction/1410106

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3,4,5-TrimethoxyanilineHCID 32285—
EduktDiisopropylethylamineHCID 81531—
Edukt5,7-Dichlorothiazolo(5,4-d)pyrimidineHCID 609639—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt5-chloro-N-(3,4,5-trimethoxyphenyl)thiazolo[5,4-d]pyrimidin-7-amineHCID 8667179198,6%

Reaktionsschritte

To a stirred solution of 5,7-dichlorothiazolo[5,4-d]pyrimidine (200 mg, 0.97 mmol) and 3,4,5-trimethoxybenzenamine (230 mg, 1.25 mmol) in 7 mL of DMSO was added DIEA (188 mg, 1.45 mmol) in one portion at room temperature. Then the reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was poured into 40 mL of water, and the solid obtained was filtered, washed with water (10 mL) to give a crude product. It was purified by silica gel chromatography (silica gel 200-300 mesh, eluting with ethyl acetate) to give 5-chloro-N-(3,4,5-trimethoxyphenyl)thiazolo[5,4-d]pyrimidin-7-amine (337 mg, 98.6%) as a yellow solid. LC-MS: 353.0 [M+H]+, 726.9 [2M+H]+, tR=1.56 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08921383B2
Quelldatensatzuspto-grants-2014_12
ORD IDord-bb5fa45fc6f147d8a0386ec0810a570d
Quellennotizuspto-grants-2014_12