2-chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

Base Information

• Chemical Name: 2-chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one
• CAS No.: 1440519-73-2
• Molecular Formula: C₁₅H₁₃ClN₂O₂
• Molecular Weight: 288.733

Synonyms:2-chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

Chemical Property of 2-chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

Chemical Property:

• Boiling Point: 503.5±50.0 °C(Predicted)
• Density: 1.351±0.06 g/cm3(Predicted)

Purity/Quality:

99%+ ^*data from raw suppliers

2-Chloro-6-(4-Methoxybenzyl)-6,7-Dihydropyrrolo[3,4-B]Pyridin-5-One ^*data from reagent suppliers

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Technology Process of 2-chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

There total 5 articles about 2-chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-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:

methyl 6-chloro-2-(chloromethyl)nicotinate (1093879-99-2) + 4-methoxy-benzylamine (2393-23-9) → 2-chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one (1440519-73-2)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;

Reference yield:

methyl 2-methylnicotinate (65719-09-7) → 2-chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one (1440519-73-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

2: trichlorophosphate / 3 h / 20 °C / Inert atmosphere; Reflux

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

4: trichlorophosphate / 3 h / 20 °C / Inert atmosphere; Reflux

5: tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

With 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane;

Reference yield:

methyl 2-methyl-1-oxo-1lambda5-pyridine-3-carboxylate (1033809-42-5) → 2-chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one (1440519-73-2)

Guidance literature:

Multi-step reaction with 4 steps

1: trichlorophosphate / 3 h / 20 °C / Inert atmosphere; Reflux

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

3: trichlorophosphate / 3 h / 20 °C / Inert atmosphere; Reflux

4: tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

With 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane;

upstream raw materials:

methyl 2-methylnicotinate

methyl 2-methyl-1-oxo-1lambda5-pyridine-3-carboxylate

2-chloromethyl-pyridine-3-carboxylic acid methyl ester

methyl 2-(chloromethyl)-1-oxo-1lambda5-pyridine-3-carboxylate

Downstream raw materials:

2-chloro-6-(4-methoxy-benzyl)-7,7-dimethyl-6,7-dihydro-pyrrolo[3,4-b]pyridin-5-one

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