methyl 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate

Base Information

Chemical Name:methyl 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate
CAS No.:1037763-75-9
Molecular Formula:C₂₅H₂₀F₂N₂O₄
Molecular Weight:450.442
Hs Code.:

Synonyms:methyl 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate

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Chemical Property of methyl 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate

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Technology Process of methyl 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate

There total 7 articles about methyl 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-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: 98.0%

: 1037763-72-6
methyl 8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate

: 85117-99-3
2-(bromomethyl)-1,4-difluorobenzene

: 1037763-75-9
methyl 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Cooling with ice;
DOI:10.1021/ol203177g

Reference yield:

: 1037763-70-4
methyl 8-iodo-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate

: 1037763-75-9
methyl 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,2-dimethoxyethane; water / 0.75 h / 90 °C / Inert atmosphere

2: tetra-(n-butyl)ammonium iodide; caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Cooling with ice

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetra-(n-butyl)ammonium iodide; potassium carbonate; caesium carbonate; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 1: Suzuki coupling;
DOI:10.1021/ol203177g

Reference yield:

: 1037763-65-7
N-methoxy-N-methyl-2,3-dihydrobenzofuran-7-carboxamide

: 1037763-75-9
methyl 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / -78 °C

1.2: 0.75 h / -78 - 20 °C

2.1: tetrahydrofuran; methanol / -30 - 0 °C

3.1: 5,5-dimethyl-1,3-cyclohexadiene / 0.17 h / 150 °C

4.1: N-iodo-succinimide / tetrahydrofuran / 0.5 h / -78 °C

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,2-dimethoxyethane; water / 0.75 h / 90 °C / Inert atmosphere

6.1: tetra-(n-butyl)ammonium iodide; caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Cooling with ice

With N-iodo-succinimide; lithium aluminium tetrahydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetra-(n-butyl)ammonium iodide; potassium carbonate; caesium carbonate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; 5,5-dimethyl-1,3-cyclohexadiene; water; N,N-dimethyl-formamide; 5.1: Suzuki coupling;
DOI:10.1021/ol203177g