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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447122Generated: October 29, 2026

Water → (R)-4-(6-Benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-carboxylic acid

https://huagongshe.com/reaction/447122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
Reactant(R)-Methyl 5-(4-(6-benzyl-4,5-dimethylpyridazin-3-yl)-2-methylpiperazin-1-yl)pyrazine-2-carboxylateHCID 59191561—
SolventMethanolHCID 887—
Product(R)-4-(6-Benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-carboxylic acidHCID 5919156284%

Reaction Steps

(R)-4-(6-Benzyl-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-5′-carboxylic acid methyl ester (1.8 g, 4.16 mmol) is combined with LiOH (998 mg, 42 mmol), H2O (20 mL), THF (20 mL), and MeOH (10 mL). The combined mixture is allowed to stir at room temperature for 16 h. It is concentrated to remove organic solvents in vacuo. Additional water is added and the pH is adjusted to 4.0 with HCl or phosphate buffer. The solution is extracted with EtOAc and the combined organic extracts are washed with brine. The extract is dried over sodium sulfate and filtered to remove the drying agent. The filtrate is concentrated to afford the title compound (1.46 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481542B2
Source datasetuspto-grants-2013_07
ORD IDord-0f9f9049deca4752b9cdf1d9056cef9f
Source noteuspto-grants-2013_07