34164-16-4

Usage

InChI:InChI=1/C13H18ClNO3/c1-9(14)13(16)15-7-6-10-4-5-11(17-2)12(8-10)18-3/h4-5,8-9H,6-7H2,1-3H3,(H,15,16)

Upstream product

• 7623-09-8 2-chloropropionyl chloride 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 

Downstream Products

• 652985-94-9 7-(tetrahydro-2H-pyran-2-yl)-4-(3,4-dimethoxyphenethyl)-2-methyl-2H-pyridazino[4,5-b][1,4]oxazine-3,8(4H,7H)-dione 

Relevant academic research and scientific papers

One-pot synthesis of pyridazino[1,4]oxazin-3-ones

Pyridazino[1,4]oxazin-3-ones were conveniently prepared in a one-pot condensation of N-substituted 2-chloroacetamides with various 5-chloro-pyridazin-6-ones via rearrangement of a spiro-aminoketal intermediate.

Synthetic studies on isoquinoline derivatives with multidrug resistance (MDR) modulating activity

Tetrahydropyridazino-1,4-oxazinoisoquinoline derivatives with multidrug Resist. (MDR) modulating activity were designed and synthesized. A key step for cyclization of 1,4-oxazine ring was developed using K2CO3 and CH3CN in one-pot. Among prepared compounds, 2-(4-fluorobenzyl)-9,10-dimethoxy-12-methyl-6,7,11b,12-tetrahydropyridazino[4', 5',5,6] [1,4]oxazine-[3,4,-a]isoquinolin-1(2H)-one (1f) exhibited significant MDR reversing activity and low toxicity, which might be as potential MDR agent.

A one-pot synthesis of pyrido[2,3.b][1,4]oxazin-2-ones

Pyrido[2,3-b][1,4]oxazin-2-ones are conveniently prepared in excellent yields by a one-pot annulation of N-substituted-2-chloroacetamides with 2-halo-3-hydroxypyridines with use of cesium carbonate in refluxing acetonitrile. The key transformation features a Smiles rearrangement of the initial O-alkylation product and subsequent cyclization.

Synthesis of some azeto[2,1-a]isoquinolin-2-ones

Some azeto[2,1-a]isoquinolin-2-ones were synthesized from 2-(3,4- dimethoxyphenyl)ethylamine in three steps in good yield.