1-benzyloxymethyl-2,5-dihydro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-benzyloxymethyl-2,5-dihydro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrole-2,5-dione
• CAS No.: 856414-18-1
• Molecular Formula: C₁₉H₁₅N₃O₃
• Molecular Weight: 333.346

Synonyms:1-benzyloxymethyl-2,5-dihydro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrole-2,5-dione

Chemical Property of 1-benzyloxymethyl-2,5-dihydro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrole-2,5-dione

Chemical Property:

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Technology Process of 1-benzyloxymethyl-2,5-dihydro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrole-2,5-dione

There total 2 articles about 1-benzyloxymethyl-2,5-dihydro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrole-2,5-dione 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: 100.0%

1-benzyloxymethyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrolidine-2,5-dione → 1-benzyloxymethyl-2,5-dihydro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrole-2,5-dione (856414-18-1)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; at 20 ℃;

DOI:10.1016/j.tet.2005.03.101

Reference yield:

1-[(benzyloxy)methyl]-3-bromo-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-dione (480434-38-6) → 1-benzyloxymethyl-2,5-dihydro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrole-2,5-dione (856414-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / hydrogen; NaHCO₃ / Pd/C / ethyl acetate / 24 h / 750.06 Torr

2: 100 percent / 2,3-dichloro-5,6-dicyanobenzoquinone / dioxane / 20 °C

With hydrogen; sodium hydrogencarbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In 1,4-dioxane; ethyl acetate;

DOI:10.1016/j.tet.2005.03.101

Reference yield: 77.0%

1-benzyloxymethyl-2,5-dihydro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrole-2,5-dione (856414-18-1) + maleiimide (541-59-3,25721-74-8) → 2-benzyloxymethyl-5H,7H-pyridino[2,3-b]dipyrrolo[3,4-e:3,4-g]indole-1,3,4,6-tetraone (856414-19-2)

Guidance literature:

1-benzyloxymethyl-2,5-dihydro-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-pyrrole-2,5-dione; maleiimide; In para-xylene; for 24h; Heating;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; for 40h; Heating;

DOI:10.1016/j.tet.2005.03.101

upstream raw materials:

1-[(benzyloxy)methyl]-3-bromo-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-dione

Downstream raw materials:

2-benzyloxymethyl-5H,7H-pyridino[2,3-b]dipyrrolo[3,4-e:3,4-g]indole-1,3,4,6-tetraone

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