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

Base Information

Chemical Name:6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-N-(methylsulfonyl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxamide
CAS No.:1037763-79-3
Molecular Formula:C₂₅H₂₁F₂N₃O₅S
Molecular Weight:513.522
Hs Code.:

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

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

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

There total 10 articles about 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-N-(methylsulfonyl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxamide 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:

: 3144-09-0
methanesulfonamide

: C₂₇H₂₀F₂N₄O₃

: 1037763-79-3
6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-N-(methylsulfonyl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxamide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 35 ℃; for 48h;
DOI:10.1021/ol203177g

Reference yield:

: (Z)-methyl 2-azido-3-(2,3-dihydrobenzofuran-7-yl)acrylate

: 1037763-79-3
6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-N-(methylsulfonyl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

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

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

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

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

5: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 5 h / 50 °C

6: tetrahydrofuran / 2 h / 70 °C

7: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 48 h / 35 °C

With N-iodo-succinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; tetra-(n-butyl)ammonium iodide; potassium carbonate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; 5,5-dimethyl-1,3-cyclohexadiene; water; N,N-dimethyl-formamide; 3: Suzuki coupling;
DOI:10.1021/ol203177g

Reference yield:

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

: 1037763-79-3
6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-N-(methylsulfonyl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 5 h / 50 °C

2: tetrahydrofuran / 2 h / 70 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 48 h / 35 °C

With lithium hydroxide monohydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; water;
DOI:10.1021/ol203177g