N-(3-chloro-4-fluorobenzyl)-1,4-dihydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

Base Information

Chemical Name:N-(3-chloro-4-fluorobenzyl)-1,4-dihydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide
CAS No.:1561139-58-9
Molecular Formula:C₁₆H₁₁ClFN₃O₄
Molecular Weight:363.732
Hs Code.:

Synonyms:N-(3-chloro-4-fluorobenzyl)-1,4-dihydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

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Chemical Property of N-(3-chloro-4-fluorobenzyl)-1,4-dihydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

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Technology Process of N-(3-chloro-4-fluorobenzyl)-1,4-dihydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

There total 5 articles about N-(3-chloro-4-fluorobenzyl)-1,4-dihydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-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:

: C₂₃H₁₇ClFN₃O₄

: 1561139-58-9
N-(3-chloro-4-fluorobenzyl)-1,4-dihydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 20 ℃; for 1h;

Reference yield:

: 1561139-54-5
methyl 1-(benzyloxy)-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate

: 72235-56-4
3-chloro-4-fluorobenzylamine

: 1561139-58-9
N-(3-chloro-4-fluorobenzyl)-1,4-dihydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

: 1561139-65-8
N-(3-chloro-4-fluorobenzyl)-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

Guidance literature:: methyl 1-(benzyloxy)-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate; With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 20 ℃; for 1h;

3-chloro-4-fluorobenzylamine; In N,N-dimethyl-formamide; at 140 ℃; for 2h; Overall yield = 43 %; Microwave irradiation;
DOI:10.1021/jm401902n

Reference yield:

: 1561139-51-2
methyl 2-(N-(benzyloxy)-3-methoxy-3-oxopropanamido)nicotinate

: 1561139-58-9
N-(3-chloro-4-fluorobenzyl)-1,4-dihydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

: 1561139-65-8
N-(3-chloro-4-fluorobenzyl)-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium methylate / methanol / 20 °C

1.2: 20 °C / pH 4

2.1: hydrogen; palladium 10% on activated carbon / methanol; ethyl acetate / 1 h / 20 °C

2.2: 2 h / 140 °C / Microwave irradiation

With palladium 10% on activated carbon; hydrogen; sodium methylate; In methanol; ethyl acetate;
DOI:10.1021/jm401902n