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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 239303Erstellt: 23. Oktober 2026

N-(4-aminocyclohexyl)methanesulfonamide → HCID 178505151, Verbindung

https://huagongshe.com/de/reaction/239303

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-(4-aminocyclohexyl)methanesulfonamideHCID 18348422—
EduktN-{3-[5-(2-Chloro-4-pyrimidinyl)-2-(1-pyrrolidinyl)-1,3-thiazol-4-yl]phenyl}-2,6-difluorobenzenesulfonamideHCID 57989807—
Lösungsmittel1-ButanolHCID 263—
ProduktHCID 178505151HCID 178505151—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

N-{3-[5-(2-Chloro-4-pyrimidinyl)-2-(1-pyrrolidinyl)-1,3-thiazol-4-yl]phenyl}-2,6-difluorobenzenesulfonamide was dissolved in n-butanol and N-(4-aminocyclohexyl)methanesulfonamide (27.0 mg, 0.140 mmol) was added at rt followed by TEA (52.2 μl, 0.375 mmol). The reaction was heated to 60° C. for 12 h. Purified via Gilson Acidic HPLC (10 to 90% gradient, Acetonitrile/H2O+TFA; C18 column). Desired fractions were combined and washed with NaHCO3, dried over MgSO4 and solvent removed to give the title compound as a yellow solid (0.010 g). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.73 (d, J=5.1 Hz, 1H), 7.38-7.55 (m, 1H), 7.11-7.31 (m, 2H), 6.93-7.10 (m, 3H), 6.72-6.88 (m, 1H), 6.42-6.48 (m, 1H), 6.28-6.35 (m, 1H), 5.79-5.88 (m, 1H), 3.52-3.63 (m, 1H), 3.29-3.45 (m, 6H), 3.05-3.16 (m, 1H), 2.91 (s, 3H), 1.77-2.02 (m, 6H), 1.19-1.42 (m, 4H). MS (ESI): 690 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08642759B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-0087cbc1a60b4443ab40f56902770f7c
Quellennotizuspto-grants-2014_02