1-[7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridin-4-yl]-3-(2-phenylethyl)urea

Base Information

Chemical Name:1-[7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridin-4-yl]-3-(2-phenylethyl)urea
CAS No.:1309773-95-2
Molecular Formula:C₂₁H₂₀N₆O
Molecular Weight:372.429
Hs Code.:

Synonyms:1-[7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridin-4-yl]-3-(2-phenylethyl)urea

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Chemical Property of 1-[7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridin-4-yl]-3-(2-phenylethyl)urea

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Technology Process of 1-[7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridin-4-yl]-3-(2-phenylethyl)urea

There total 11 articles about 1-[7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridin-4-yl]-3-(2-phenylethyl)urea 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: 70.0%

: 1309774-26-2
1-(7-bromo-1,5-naphthyridin-4-yl)-3-(2-phenylethyl)urea

: 761446-44-0
1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

: 1309773-95-2
1-[7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridin-4-yl]-3-(2-phenylethyl)urea

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 5h; Inert atmosphere;
DOI:10.1002/cmdc.201300384

Reference yield: 70.0%

: 1309773-95-2
1-[7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridin-4-yl]-3-(2-phenylethyl)urea

Guidance literature:

Reference yield:

: 28733-43-9
5-bromonicotinamide

: 1309773-95-2
1-[7-(1-methyl-1H-pyrazol-4-yl)-1,5-naphthyridin-4-yl]-3-(2-phenylethyl)urea

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydroxide; bromine / water / 0.92 h / 0 - 80 °C

2.1: 1.5 h / 90 °C

2.2: 0.67 h / 60 - 70 °C

3.1: Dowtherm A / 0.17 h / 235 - 240 °C

4.1: trichlorophosphate / 2 h / Inert atmosphere; Reflux

5.1: ammonia / 1,4-dioxane; water / 24 h / 140 °C / Sealed tube

6.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere; Reflux

6.2: 2 h / 20 °C / Inert atmosphere; Reflux

7.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 5 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; Dowtherm A; ammonia; bromine; sodium carbonate; triethylamine; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 1.1: |Hofmann Rearrangement / 7.1: |Suzuki-Miyaura Coupling;
DOI:10.1002/cmdc.201300384