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HRID 56374Erstellt: 23. Oktober 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → tert-butyl ((1S,2R)-2-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)cyclohexyl)carbamate

https://huagongshe.com/de/reaction/56374

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protectedHCID 1514389—
Edukt2-Chloro-6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolineHCID 89921772—
LösungsmittelAcetonitrileHCID 6342—
Produkttert-butyl ((1S,2R)-2-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)cyclohexyl)carbamateHCID 11804343981%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

A mixture of 2-chloro-6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazoline (0.95 g, 2.6 mmol), tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate (1.1 g, 5.14 mmol), and DBU (0.77 mL, 5.14 mmol) in acetonitrile (9 mL) was degassed with N2 for 5 mins and heated at 70° C. for 16 h. The mixture was cooled to room temperature, concentrated and the residue was purified by silica gel column chromatography to afford tert-butyl ((1S,2R)-2-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)cyclohexyl)carbamate (1.1 g, 81%). MS (ES+) C27H32Cl2N4O4 requires: 546, found: 547 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434700B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-69a23d5d36bf4cc69ee11cb718be1394
Quellennotizuspto-grants-2016_09