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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133412Generated: October 31, 2026

2-Chloroquinoline → HCID 67109937, compound

https://huagongshe.com/reaction/133412

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroquinolineHCID 11928—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67110277HCID 67110277—
SolventDimethylformamideHCID 6228—
ProductHCID 67109937HCID 6710993787%

Reaction Conditions

Temperature100 °C

Reaction Steps

Step 3C 2-(4′-Hydroxymethyl-biphenyl-4-sulfonylamino)-3-methyl-butyric acid tert-butyl ester (700 mg, 1.68 mmol, 1 equiv), 2-chloroquinoline (1.1 g, 6.7 mmol, 4 equiv) were dissolved in DMF (20 mL) and added with and NaH (202 mg,60% in oil, 5.04 mmol, 3 equiv). The mixture was heat to 100° C. for 2 hrs. After cooling to room temperature, the reaction mixture was quenched with sat. NH4Cl (aq). After stirring for 0.5 h, solid precipitated from the mixture. Solid was collected by filtration and washed with water and dried overnight to produce 793 mg of 2-[4′-(Isoquinolin-3-yloxymethyl)-biphenyl-4-sulfonylamino]-3-methyl-butyric acid tert-butyl ester in 87% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390833B2
Source datasetuspto-grants-2008_06
ORD IDord-80e6dd5ee096450dbfbadff7deb51a0f
Source noteuspto-grants-2008_06