N₅-(3,5-difluorobenzyl)-N,3-dihydroxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide

Base Information

• Chemical Name: N₅-(3,5-difluorobenzyl)-N,3-dihydroxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide
• CAS No.: 1198620-36-8
• Molecular Formula: C₁₅H₁₃F₂N₃O₅
• Molecular Weight: 353.282

Synonyms:N₅-(3,5-difluorobenzyl)-N,3-dihydroxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide

Chemical Property of N₅-(3,5-difluorobenzyl)-N,3-dihydroxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide

Chemical Property:

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Technology Process of N₅-(3,5-difluorobenzyl)-N,3-dihydroxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide

There total 10 articles about N₅-(3,5-difluorobenzyl)-N,3-dihydroxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide 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: 67.0%

N2,3-bis(benzyloxy)-N5-(3,5-difluorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide (1198620-35-7) → N5-(3,5-difluorobenzyl)-N,3-dihydroxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide (1198620-36-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 1h;

Reference yield:

N,3-bis(benzyloxy)-4,5-bis(hydroxymethyl)picolinamide (1198621-04-3) → N5-(3,5-difluorobenzyl)-N,3-dihydroxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide (1198620-36-8)

Guidance literature:

Multi-step reaction with 3 steps

1: manganese(IV) oxide / dichloromethane / 20 °C

2: 0.5 h / 70 °C

3: hydrogen / palladium 10% on activated carbon / methanol / 1 h

With manganese(IV) oxide; hydrogen; palladium 10% on activated carbon; In methanol; dichloromethane;

Reference yield:

9-benzyloxy-3,3-dimethyl-1,5-dihydro-[1,3]dioxepino[5,6-c]pyridine-8-carboxylic acid methyl ester (62489-21-8) → N5-(3,5-difluorobenzyl)-N,3-dihydroxy-4-(hydroxymethyl)pyridine-2,5-dicarboxamide (1198620-36-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C

1.2: 0.5 h / -78 °C

2.1: formic acid / tetrahydrofuran; water / 2 h / 70 °C

3.1: manganese(IV) oxide / dichloromethane / 20 °C

4.1: 0.5 h / 70 °C

5.1: hydrogen / palladium 10% on activated carbon / methanol / 1 h

With manganese(IV) oxide; formic acid; hydrogen; lithium hexamethyldisilazane; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water;

upstream raw materials:

N₂,3-bis(benzyloxy)-N₅-(3,5-difluorobenzyl)-4-(hydroxymethyl)pyridine-2,5-dicarboxamide

methyl 5-(hydroxymethyl)-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carboxylate

5-formyl-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carboxylic acid methyl ester

5-carboxyl-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carboxylic acid methyl ester

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