Technology Process of 3-(7-methoxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamido)-4-methylbenzoic acid
There total 6 articles about 3-(7-methoxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamido)-4-methylbenzoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-[(7-Methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester;
With
sodium hydroxide;
In
methanol;
at 50 ℃;
for 18h;
With
hydrogenchloride;
In
water;
pH=2;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere
1.2: 1 h / 0 - 20 °C
2.1: N,N,N',N'-Tetraethylethylenediamine; n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 - -10 °C / Inert atmosphere
2.2: 1 h / -78 - 20 °C
2.3: -10 °C / pH 2 - 3
3.1: methanol / 20 °C / Inert atmosphere
4.1: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere
5.1: piperidine / acetic acid / methanol / 18 h / 60 °C
6.1: sodium hydroxide; water / methanol / 18 h / 65 °C
6.2: pH ~ 2 - 3
7.1: triethylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C
7.2: 18 h / 20 °C
8.1: sodium hydroxide / methanol / 18 h / 50 °C
8.2: pH 2
With
piperidine; hydrogenchloride; n-butyllithium; N,N,N',N'-Tetraethylethylenediamine; water; sodium hexamethyldisilazane; triethylamine; HATU; sodium hydroxide;
acetic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: N,N,N',N'-Tetraethylethylenediamine; n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 - -10 °C / Inert atmosphere
1.2: 1 h / -78 - 20 °C
1.3: -10 °C / pH 2 - 3
2.1: methanol / 20 °C / Inert atmosphere
3.1: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere
4.1: piperidine / acetic acid / methanol / 18 h / 60 °C
5.1: sodium hydroxide; water / methanol / 18 h / 65 °C
5.2: pH ~ 2 - 3
6.1: triethylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C
6.2: 18 h / 20 °C
7.1: sodium hydroxide / methanol / 18 h / 50 °C
7.2: pH 2
With
piperidine; hydrogenchloride; n-butyllithium; N,N,N',N'-Tetraethylethylenediamine; water; triethylamine; HATU; sodium hydroxide;
acetic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; N,N-dimethyl-formamide;