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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53533Generated: October 29, 2026

Sodium hydride → 5,11-dihydro-11-ethyl-2-methoxy-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

https://huagongshe.com/reaction/53533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantN-(2-Bromo-6-methoxy-4-methyl-3-pyridinyl)-2-ethylamino-3-pyridinecarboxamideHCID 19960032—
SolventPyridineHCID 1049—
SolventEthyl AcetateHCID 8857—
Product5,11-dihydro-11-ethyl-2-methoxy-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-oneHCID 1522125247.6%

Reaction Steps

Sodium hydride (0.14 g of a 50% dispersion in mineral oil) was added to a solution of N-(2-bromo-6-methoxy-4-methyl-3-pyridinyl)-2-ethylamino-3-pyridinecarboxamide (0.54 g) in pyridine (4 ml), and the resulting mixture was refluxed for 1.5 hours. The cooled mixture was diluted with ethyl acetate, washed with water, and the organic phase was dried (anhydrous magnesium sulfate) and concentrated. The residue was washed with diisopropyl ether and hot ethyl acetate, and then crystallized from ethanol to provide 0.2 g of 5,11-dihydro-11-ethyl-2-methoxy-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one, m.p. 249°-251° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05620974
Source datasetuspto-grants-1997_04
ORD IDord-dc6d4a62f6404ec5b1af4325c2f068cb
Source noteuspto-grants-1997_04