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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504157Generated: October 30, 2026

Methanol → HCID 70657140, compound

https://huagongshe.com/reaction/1504157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium borohydrideHCID 4311764—
Reactant2-(2-Aminoethyl)-2H-isoquinolin-1-oneHCID 66960500—
Reactant1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbaldehydeHCID 86670476—
SolventWaterHCID 962—
ProductHCID 70657140HCID 7065714080.9%

Reaction Steps

2-(2-Aminoethyl)-2H-isoquinolin-1-one (1.0 g) was added to a methanol solution (15 ml) of 1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbaldehyde (1.46 g). The mixture was stirred for 0.5 hours at room temperature. Sodium borohydride (0.23 g) was added to the mixture, and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, followed by extraction using dichloromethane. The organic layer was washed with water and saturated saline, dried with magnesium sulfate, and condensed under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate: methanol=9:1→8:2). The purified product was condensed under reduced pressure to give the title compound(1.92 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212187B2
Source datasetuspto-grants-2015_12
ORD IDord-6d3c37634e7f4eb0b2eebbc2ec3c0b58
Source noteuspto-grants-2015_12