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HRID 220519Erstellt: 25. Oktober 2026

Acetic Acid → 3'-(4-Chlorophenyl)-4-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazine hydrochloride

https://huagongshe.com/reaction/220519

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktAmmonium ChlorideHCID 25517—
Edukt1H-Pyrazole-4-carboxaldehyde, 3,5-dimethyl-1-phenyl-HCID 89179—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt2-(4-Chlorophenyl)-3-(piperazin-1-yl)pyrazineHCID 68594257—
Lösungsmittel1,2-DichloroethaneHCID 11—
Produkt3'-(4-Chlorophenyl)-4-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazine hydrochlorideHCID 6859554064,3%

Reaktionsschritte

Couple 3′-(4-chlorophenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (0.103 g, 0.400 mmol) and 3,5-dimethyl-1-phenyl 1H-pyrazole-4-carbaldehyde (0.083 g, 0.679 mmol) in the presence of acetic acid (0.035 mL, 0.61 mmol) and sodium triacetoxy-borohydride (0.105 g, 0.491 mmol) in DCE (5 mL) for 44 hr. Purify by silica gel chromatography, eluting with 0:100 to 10:90 methanol:DCM. Dissolve the free base in methanol and add ammonium chloride (6.0 mg, 0.2 mmol). Stir overnight, concentrate under reduced pressure, add diethyl ether and stir overnight. Isolate the solid product by filtration and vacuum dry overnight to give the title compound (0.0637 g, 46%). MS (ES): m/z=460 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08202873B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-19e2f948e9224b0982895768a13d3794
Quellennotizuspto-grants-2012_06