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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915764Generated: October 30, 2026

2-Chloroquinoline → HCID 67109937, compound

https://huagongshe.com/reaction/915764

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 numberUS07268135B2
Source datasetuspto-grants-2007_09
ORD IDord-51d31d962a374d38aa780dd07bc7b7fa
Source noteuspto-grants-2007_09