Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494094Generated: October 26, 2026

(4-Fluorobenzyl)hydrazine → 10-(Benzyloxy)-2-(4-fluorobenzyl)-4,8-dimethyl-7,8-dihydropyrazino-[1',2':1,5]pyrrolo-[2,3-d]pyridazine-1,9(2H,6H)-dione

https://huagongshe.com/reaction/494094

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Fluorobenzyl)hydrazineHCID 15163346—
ReactantEthyl 6-acetyl-8-(benzyloxy)-2-methyl-1-oxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylateHCID 68866335—
CatalystAcetic AcidHCID 176—
SolventTolueneHCID 1140—
Product10-(Benzyloxy)-2-(4-fluorobenzyl)-4,8-dimethyl-7,8-dihydropyrazino-[1',2':1,5]pyrrolo-[2,3-d]pyridazine-1,9(2H,6H)-dioneHCID 68863629—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of ethyl 6-acetyl-8-(benzyloxy)-2-methyl-1-oxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]-pyrazine-7-carboxylate (65 mg, 0.18 mmol) and 4-fluorobenzyl hydrazine (0.12 g, 0.88 mmol), and acetic acid (3 drops) in toluene (40 mL) was heated in a sealed tube at 120° C. overnight. The reaction mixture was concentrated under vacuum, and the residue was subjected to column chromatography on silica gel eluted with 1-5% methanol in ethyl acetate gradient to provide titled product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538112B2
Source datasetuspto-grants-2009_05
ORD IDord-bfa871f64c044224a725d43f597742d0
Source noteuspto-grants-2009_05