N-(4-fluorobenzyl)-7-bromo-2-hydroxy-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide

Base Information

Chemical Name:N-(4-fluorobenzyl)-7-bromo-2-hydroxy-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide
CAS No.:1383785-71-4
Molecular Formula:C₁₇H₁₂BrFN₂O₄
Molecular Weight:407.196
Hs Code.:

Synonyms:N-(4-fluorobenzyl)-7-bromo-2-hydroxy-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide

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Chemical Property of N-(4-fluorobenzyl)-7-bromo-2-hydroxy-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide

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Technology Process of N-(4-fluorobenzyl)-7-bromo-2-hydroxy-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide

There total 8 articles about N-(4-fluorobenzyl)-7-bromo-2-hydroxy-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-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: 45.0%

: 1383786-63-7
N-(4-fluorobenzyl)-2-(benzyloxy)-7-bromo-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide

: 1383785-71-4
N-(4-fluorobenzyl)-7-bromo-2-hydroxy-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide

Guidance literature:: N-(4-fluorobenzyl)-2-(benzyloxy)-7-bromo-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide; With boron trichloride; In dichloromethane; at -78 ℃; for 1h;

With water; In dichloromethane; at 0 ℃;
DOI:10.1021/jm500109z

Reference yield: 45.0%

: 1383785-71-4
N-(4-fluorobenzyl)-7-bromo-2-hydroxy-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide

Guidance literature:

Reference yield:

: 7304-32-7
2-fluoro-5-nitrobenzoic acid

: 1383785-71-4
N-(4-fluorobenzyl)-7-bromo-2-hydroxy-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: thionyl chloride / 24 h / 0 °C / Reflux

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

2.2: 15 h / Inert atmosphere; Reflux

3.1: 5%-palladium/activated carbon; hydrogen / methanol / 12 h / 20 °C

4.1: sodium nitrite; hydrogen bromide / 0.17 h / 0 - 5 °C

4.2: 12 h / 0 - 20 °C / Heating

5.1: toluene / Reflux; Dean-Stark

6.1: potassium hydroxide / methanol / 20 °C

7.1: toluene / Reflux; Dean-Stark

8.1: boron trichloride / dichloromethane / 1 h / -78 °C

8.2: 0 °C

With thionyl chloride; 5%-palladium/activated carbon; hydrogen bromide; hydrogen; boron trichloride; sodium hydride; potassium hydroxide; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; toluene; mineral oil;
DOI:10.1021/jm500109z