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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066871Generated: October 30, 2026

Tetrahydrofuran → 3,6-Dichloro-5-[4-(1-isopropoxycarbonyl-piperidin-4-yloxyimino)-piperidin-1-yl]-pyrazine-2-carboxylic acid

https://huagongshe.com/reaction/2066871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
Reactant3,6-Dichloro-5-[4-(1-isopropoxycarbonyl-piperidin-4-yloxyimino)-piperidin-1-yl]-pyrazine-2-carboxylic acid methyl esterHCID 86655013—
SolventHydrochloric AcidHCID 313—
Product3,6-Dichloro-5-[4-(1-isopropoxycarbonyl-piperidin-4-yloxyimino)-piperidin-1-yl]-pyrazine-2-carboxylic acidHCID 86655014—

Reaction Conditions

Temperature50 °C

Reaction Steps

The crude 56b obtained in the previous step was taken up with THF (1 mL) and 1N NaOH (1 mL) and heated to 50° C. for 3 h. The mixture was cooled, diluted with 5 mL of 1N HCl and extracted with EtOAc (3×5 mL). The combined extracts were dried and concentrate to afford 0.13 g of crude 56c. 25 mg of this material was purified by preparative HPLC to afford 56c: LC-MS 474.7 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293729B2
Source datasetuspto-grants-2012_10
ORD IDord-8ec9111020314120bbd02763cb88bce1
Source noteuspto-grants-2012_10