6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-1-oxa-6-azaasindacene-7-carboxylic acid

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Chemical Name:6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-1-oxa-6-azaasindacene-7-carboxylic acid
CAS No.:1037763-77-1
Molecular Formula:C₂₄H₁₈F₂N₂O₄
Molecular Weight:436.415
Hs Code.:

Synonyms:6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-1-oxa-6-azaasindacene-7-carboxylic acid

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Chemical Property of 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-1-oxa-6-azaasindacene-7-carboxylic acid

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Technology Process of 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-1-oxa-6-azaasindacene-7-carboxylic acid

There total 8 articles about 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-1-oxa-6-azaasindacene-7-carboxylic acid 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: 99.0%

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

: 1037763-77-1
6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-1-oxa-6-azaasindacene-7-carboxylic acid

Guidance literature:: methyl 6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-furo[2,3-e]indole-7-carboxylate; With methanol; lithium hydroxide; water; In tetrahydrofuran; at 50 ℃; for 5h;

With hydrogenchloride; water; In tetrahydrofuran; methanol;

Reference yield:

: 196799-45-8
2,3-dihydrobenzofuran-7-carbaldehyde

: 1037763-77-1
6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-1-oxa-6-azaasindacene-7-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

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

2: 5,5-dimethyl-1,3-cyclohexadiene / 0.17 h / 150 °C

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

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

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

6: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 5 h / 50 °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; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; 5,5-dimethyl-1,3-cyclohexadiene; water; N,N-dimethyl-formamide; 4: Suzuki coupling;
DOI:10.1021/ol203177g

Reference yield:

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

: 1037763-77-1
6-(2,5-difluorobenzyl)-8-(2-methoxypyridin-3-yl)-3,6-dihydro-2H-1-oxa-6-azaasindacene-7-carboxylic acid

Guidance literature:: Multi-step reaction with 3 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

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

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