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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1741668Generated: November 1, 2026

Sodium hydride → HCID 19010472, compound

https://huagongshe.com/reaction/1741668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-(Bromomethyl)-7-chloroquinolineHCID 10244160—
Reactant3-(2-Methoxy-4-methoxycarboxybenzyl)-5-nitroindoleHCID 11473263—
SolventDimethylformamideHCID 6228—
ProductHCID 19010472HCID 1901047268.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of the methyl 3-methoxy-4-(5-nitroindol-3-ylmethyl)benzoate (312 mg, 0.92 mmol) (J. Med. Chem. 1990, 33, 1781-1790) and 2-bromomethyl-7-chloroquinoline (225 mg, 0.88 mmol) in DMF (3 ml) at 0° C. was added 50% NaH (48 mg, 1.04 mmol). After stirring at 0° C. for 1 hr, ice was added to the reaction mixture. When the ice had melted the resultant solid was filtered, dried and swished with Et2O to afford the title compound (311 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05334597
Source datasetuspto-grants-1994_08
ORD IDord-93bd61f4d347443589c55992c4a18a5c
Source noteuspto-grants-1994_08