heptanoic acid [3-(2,3-dichloro-5,7-dioxo-5,7-dihydro-pyrrolo[3,4-b]pyrazin-6-yl)-5-methoxy-phenyl]-amide

Base Information

Chemical Name:heptanoic acid [3-(2,3-dichloro-5,7-dioxo-5,7-dihydro-pyrrolo[3,4-b]pyrazin-6-yl)-5-methoxy-phenyl]-amide
CAS No.:907181-04-8
Molecular Formula:C₂₀H₂₀Cl₂N₄O₄
Molecular Weight:451.309
Hs Code.:

heptanoic acid [3-(2,3-dichloro-5,7-dioxo-5,7-dihydro-pyrrolo[3,4-<i>b</i>]pyrazin-6-yl)-5-methoxy-phenyl]-amide

Synonyms:heptanoic acid [3-(2,3-dichloro-5,7-dioxo-5,7-dihydro-pyrrolo[3,4-b]pyrazin-6-yl)-5-methoxy-phenyl]-amide

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Chemical Property of heptanoic acid [3-(2,3-dichloro-5,7-dioxo-5,7-dihydro-pyrrolo[3,4-b]pyrazin-6-yl)-5-methoxy-phenyl]-amide

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Technology Process of heptanoic acid [3-(2,3-dichloro-5,7-dioxo-5,7-dihydro-pyrrolo[3,4-b]pyrazin-6-yl)-5-methoxy-phenyl]-amide

There total 6 articles about heptanoic acid [3-(2,3-dichloro-5,7-dioxo-5,7-dihydro-pyrrolo[3,4-b]pyrazin-6-yl)-5-methoxy-phenyl]-amide 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: 46.0%

: 907181-03-7
heptanoic acid (3-amino-5-methoxy-phenyl)-amide

: 144692-85-3
5,6-dichloropyrazine-2,3-dicarboxylic acid anhydride

: 907181-04-8
heptanoic acid [3-(2,3-dichloro-5,7-dioxo-5,7-dihydro-pyrrolo[3,4-b]pyrazin-6-yl)-5-methoxy-phenyl]-amide

Guidance literature:: heptanoic acid (3-amino-5-methoxy-phenyl)-amide; 5,6-dichloropyrazine-2,3-dicarboxylic acid anhydride; In tetrahydrofuran; at 20 ℃; for 2h;

With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; for 3h;

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1021/ol0612760

Reference yield:

: 292635-40-6
3-methoxy-5-nitrobenzamide

: 907181-04-8
heptanoic acid [3-(2,3-dichloro-5,7-dioxo-5,7-dihydro-pyrrolo[3,4-b]pyrazin-6-yl)-5-methoxy-phenyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. NaOBr / methanol / 1.5 h / 20 °C

1.2: 84 percent / aq. NaHCO₃ / 2 h / 80 °C

2.1: 99 percent / Et₃N / CH₂Cl₂ / 6 h

3.1: 89 percent / SnCl₂*2H₂O / CH₂Cl₂; dimethylformamide / 7 h

4.1: tetrahydrofuran / 2 h / 20 °C

4.2: (COCl)2; DMF / tetrahydrofuran / 3 h

4.3: 46 percent / pyridine; (COCl)2; DMF / tetrahydrofuran / 12 h / 20 °C

With sodium hypobromide; triethylamine; tin(ll) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0612760

Reference yield:

: 907181-02-6
heptanoic acid (3-methoxy-5-nitro-phenyl)-amide

: 907181-04-8
heptanoic acid [3-(2,3-dichloro-5,7-dioxo-5,7-dihydro-pyrrolo[3,4-b]pyrazin-6-yl)-5-methoxy-phenyl]-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 percent / SnCl₂*2H₂O / CH₂Cl₂; dimethylformamide / 7 h

2.1: tetrahydrofuran / 2 h / 20 °C

2.2: (COCl)2; DMF / tetrahydrofuran / 3 h

2.3: 46 percent / pyridine; (COCl)2; DMF / tetrahydrofuran / 12 h / 20 °C

With tin(ll) chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0612760