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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2380247Generated: October 31, 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/2380247

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 numberUS05366972
Source datasetuspto-grants-1994_11
ORD IDord-dc2d6d466d6840ce9a7ab52ddb87b348
Source noteuspto-grants-1994_11