(E)-3-(2-iodobenzylidene)-2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

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Chemical Name:(E)-3-(2-iodobenzylidene)-2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one
CAS No.:380227-39-4
Molecular Formula:C₁₅H₁₁IN₂O
Molecular Weight:362.17
Hs Code.:

Synonyms:(E)-3-(2-iodobenzylidene)-2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

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Chemical Property of (E)-3-(2-iodobenzylidene)-2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

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Technology Process of (E)-3-(2-iodobenzylidene)-2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

There total 3 articles about (E)-3-(2-iodobenzylidene)-2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one 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: 76.0%

: 26260-02-6
2-iodobenzaldehyde

: 73335-60-1
2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

: 380227-39-4
(E)-3-(2-iodobenzylidene)-2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

Guidance literature:: 2-iodobenzaldehyde; 2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 - 20 ℃; Further stages.;
DOI:10.1021/jo0105944

Reference yield:

: 88912-27-0
3-chloro-isonicotinic acid

: 380227-39-4
(E)-3-(2-iodobenzylidene)-2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: dicyclohexylcarbodiimide; 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / 0 °C

1.2: 81 percent / CH₂Cl₂ / 2 h / 20 °C

2.1: 83 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 3.5 h / -78 - 20 °C

3.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 - 20 °C

With dmap; potassium hexamethylsilazane; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene; 3.1: Horner reaction;
DOI:10.1021/jo0105944

Reference yield:

: 380227-43-0
3-chloro-N-(diphenylphosphinoylmethyl)-N-methylisonicotinamide

: 380227-39-4
(E)-3-(2-iodobenzylidene)-2-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 3.5 h / -78 - 20 °C

2: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 - 20 °C

With potassium hexamethylsilazane; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; 2: Horner reaction;
DOI:10.1021/jo0105944