methyl 2-(benzyloxy)-1,3-dioxo-7-picolinamido-1,2,3,4-tetrahydroisoquinoline-4-carboxylate

Base Information

Chemical Name:methyl 2-(benzyloxy)-1,3-dioxo-7-picolinamido-1,2,3,4-tetrahydroisoquinoline-4-carboxylate
CAS No.:1383786-50-2
Molecular Formula:C₂₄H₁₉N₃O₆
Molecular Weight:445.431
Hs Code.:

Synonyms:methyl 2-(benzyloxy)-1,3-dioxo-7-picolinamido-1,2,3,4-tetrahydroisoquinoline-4-carboxylate

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Chemical Property of methyl 2-(benzyloxy)-1,3-dioxo-7-picolinamido-1,2,3,4-tetrahydroisoquinoline-4-carboxylate

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Technology Process of methyl 2-(benzyloxy)-1,3-dioxo-7-picolinamido-1,2,3,4-tetrahydroisoquinoline-4-carboxylate

There total 8 articles about methyl 2-(benzyloxy)-1,3-dioxo-7-picolinamido-1,2,3,4-tetrahydroisoquinoline-4-carboxylate 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: 51.0%

: 1383786-49-9
methyl 2-{1-[(benzyloxy)amino]-3-methoxy-1,3-dioxopropan-2-yl}-5-picolinamidobenzoate

: 1383786-50-2
methyl 2-(benzyloxy)-1,3-dioxo-7-picolinamido-1,2,3,4-tetrahydroisoquinoline-4-carboxylate

Guidance literature:: With potassium hydroxide; In methanol; at 20 ℃;
DOI:10.1021/jm500109z

Reference yield:

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

: 1383786-50-2
methyl 2-(benzyloxy)-1,3-dioxo-7-picolinamido-1,2,3,4-tetrahydroisoquinoline-4-carboxylate

Guidance literature:: Multi-step reaction with 6 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: N-ethyl-N,N-diisopropylamine / ethyl acetate; N,N-dimethyl-formamide / 12 h / 20 °C

5.1: toluene / Reflux; Dean-Stark

6.1: potassium hydroxide / methanol / 20 °C

With thionyl chloride; 5%-palladium/activated carbon; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jm500109z

Reference yield:

: 2965-22-2
methyl 2-fluoro-5-nitro-benzoate

: 1383786-50-2
methyl 2-(benzyloxy)-1,3-dioxo-7-picolinamido-1,2,3,4-tetrahydroisoquinoline-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: 15 h / Inert atmosphere; Reflux

2.1: 5%-palladium/activated carbon; hydrogen / methanol / 12 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / ethyl acetate; N,N-dimethyl-formamide / 12 h / 20 °C

4.1: toluene / Reflux; Dean-Stark

5.1: potassium hydroxide / methanol / 20 °C

With 5%-palladium/activated carbon; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jm500109z