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HRID 220503Erstellt: 24. Oktober 2026

1H-Pyrazole-4-carboxaldehyde, 3,5-dimethyl-1-phenyl- → 3'-(3,4-Dichloro-phenyl)-4-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl hydrochloride

https://huagongshe.com/reaction/220503

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1H-Pyrazole-4-carboxaldehyde, 3,5-dimethyl-1-phenyl-HCID 89179—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt3'-(3,4-dichloro-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinylHCID 68594305—
Lösungsmittel1,2-DichloroethaneHCID 11—
Produkt3'-(3,4-Dichloro-phenyl)-4-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl hydrochlorideHCID 6859611733,6%

Reaktionsschritte

Combine 3′-(3,4-dichloro-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (0.0590 g, 0.191 mmol) and 3,5-dimethyl-1-phenyl-1H-pyrazole-4-carbaldehyde (0.0592 gm, 0.300 mmol) in DCE (5 mL), stir 10 min, and add sodium triacetoxyborohydride (0.838 gm, 0.400 mmol). Stir at ambient temperature for 44 hr. and purify by SCX chromatography, followed by silica gel chromatography, eluting with 0-50% THF in hexanes to give the free base of the title compound (0.017 gm, 18%). Convert the free base to the hydrochloride salt by addition of 0.17 mL of a 0.2 M solution of ammonium chloride in methanol to give the title compound (0.017 gm). MS (ES+) m/z: 494 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08202873B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-1638c9380f334d96a17b6826c6f41a77
Quellennotizuspto-grants-2012_06