methyl 2-cyano-4-(3-nitrophenyl)-5-oxo-5,7-dihydrofuro<3,4-b>pyridine-3-carboxylate

Base Information

Chemical Name:methyl 2-cyano-4-(3-nitrophenyl)-5-oxo-5,7-dihydrofuro<3,4-b>pyridine-3-carboxylate
CAS No.:145220-88-8
Molecular Formula:C₁₆H₉N₃O₆
Molecular Weight:339.264
Hs Code.:

Synonyms:methyl 2-cyano-4-(3-nitrophenyl)-5-oxo-5,7-dihydrofuro<3,4-b>pyridine-3-carboxylate

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Chemical Property of methyl 2-cyano-4-(3-nitrophenyl)-5-oxo-5,7-dihydrofuro<3,4-b>pyridine-3-carboxylate

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Technology Process of methyl 2-cyano-4-(3-nitrophenyl)-5-oxo-5,7-dihydrofuro<3,4-b>pyridine-3-carboxylate

There total 11 articles about methyl 2-cyano-4-(3-nitrophenyl)-5-oxo-5,7-dihydrofuro<3,4-b>pyridine-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.9%

: 145220-87-7
isopropyl 2-cyano-6-hydroxymethyl-3-methoxycarbonyl-4-(3-nitrophenyl)pyridine-5-carboxylate

: 145220-88-8
methyl 2-cyano-4-(3-nitrophenyl)-5-oxo-5,7-dihydrofuro<3,4-b>pyridine-3-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 2.5h; Heating;
DOI:10.1248/cpb.40.1799

Reference yield: 60.5%

: 145220-90-2
isopropyl 6-acetoxymethyl-2-cyano-3-methoxycarbonyl-4-(3-nitrophenyl)pyridine-5-carboxylate

: 145220-88-8
methyl 2-cyano-4-(3-nitrophenyl)-5-oxo-5,7-dihydrofuro<3,4-b>pyridine-3-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 15.5h; Heating;
DOI:10.1248/cpb.40.1799

Reference yield:

: 4-Acetoxy-2-[1-(3-nitro-phenyl)-meth-(Z)-ylidene]-3-oxo-butyric acid isopropyl ester

: 145220-88-8
methyl 2-cyano-4-(3-nitrophenyl)-5-oxo-5,7-dihydrofuro<3,4-b>pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 2.) AcOH / benzene / 1.) 80 deg C, 0.5 h, 2.) reflux, 2 h

2: 90 percent / HCO₂H / 5 h / Ambient temperature

3: NH₂OH*HCl, NaOAc / acetic acid / 0.75 h / Ambient temperature

4: Ac₂O / acetic acid / 1.) RT, 1 h, 2.) 100-105 deg C, 3 h, 3.) 115-120 deg C, 4.5 h

5: 95.4 percent / concd aq. NH₃ / methanol; CHCl₃ / 3 h

6: 38.8 percent / aq. HNO₃, AcOH / 1.5 h / Ambient temperature

With ammonium hydroxide; formic acid; hydroxylamine hydrochloride; nitric acid; sodium acetate; acetic anhydride; acetic acid; In methanol; chloroform; acetic acid; benzene;
DOI:10.1248/cpb.40.1799