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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190200Generated: October 30, 2026

Ethyl Acetoacetate → (Z)-6-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-(p-tolyl)furo[2,3-b]pyridin-6-yl)methylsulfonamido)-2-(1-hydroxyethylidene)hexanoic acid

https://huagongshe.com/reaction/2190200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetoacetateHCID 8868—
Reactant6-(N-(4-bromobutyl)methylsulfonamido)-5-cyclopropyl-N-methyl-2-(p-tolyl)furo[2,3-b]pyridine-3-carboxamideHCID 54575876—
Reactant6-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-(p-tolyl)furo[2,3-b]pyridin-6-yl)methylsulfonamido)-2-(methylsulfonyl)hexanoic acidHCID 58052553—
Product(Z)-6-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-(p-tolyl)furo[2,3-b]pyridin-6-yl)methylsulfonamido)-2-(1-hydroxyethylidene)hexanoic acidHCID 58052471—

Reaction Steps

Prepared similarly to Example 46 6-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-(p-tolyl)furo[2,3-b]pyridin-6-yl)methylsulfonamido)-2-(methylsulfonyl)hexanoic acid, by using ethyl 3-oxobutanoate in the alkylation with 6-(N-(4-bromobutyl)methylsulfonamido)-5-cyclopropyl-N-methyl-2-(p-tolyl)furo[2,3-b]pyridine-3-carboxamide, followed by hydrolysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324239B2
Source datasetuspto-grants-2012_12
ORD IDord-873dca5fa48547718fed0011a3216158
Source noteuspto-grants-2012_12