4-(2-bromo-5-methoxyphenyl)-6-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine

Base Information

Chemical Name:4-(2-bromo-5-methoxyphenyl)-6-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine
CAS No.:1445376-70-4
Molecular Formula:C₁₉H₁₉BrN₄O₄
Molecular Weight:447.288
Hs Code.:

Synonyms:4-(2-bromo-5-methoxyphenyl)-6-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine

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Chemical Property of 4-(2-bromo-5-methoxyphenyl)-6-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine

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Technology Process of 4-(2-bromo-5-methoxyphenyl)-6-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine

There total 6 articles about 4-(2-bromo-5-methoxyphenyl)-6-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine 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: 76.0%

: 1334217-99-0
4-iodo-6-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine

: 89694-44-0
(2-bromo-5-methoxyphenyl)boronic acid

: 1445376-70-4
4-(2-bromo-5-methoxyphenyl)-6-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; for 4h; Reflux;
DOI:10.1016/j.bmc.2013.05.011

Reference yield:

: 71785-49-4
5-bromo-6-nitro-1H-indazole

: 1445376-70-4
4-(2-bromo-5-methoxyphenyl)-6-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine

Guidance literature:: Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C

2: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 5 h / 20 - 80 °C

3: hydrogenchloride; water / tetrahydrofuran / 0.5 h / 20 °C

4: iodine / dimethyl sulfoxide

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / toluene; ethanol; water / 4 h / Reflux

With hydrogenchloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; iodine; sodium carbonate; toluene-4-sulfonic acid; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; 2: |Buchwald-Hartwig Coupling / 5: |Suzuki Coupling;
DOI:10.1016/j.bmc.2013.05.011

Reference yield:

: C₂₅H₂₂N₄O₃

: 1445376-70-4
4-(2-bromo-5-methoxyphenyl)-6-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride; water / tetrahydrofuran / 0.5 h / 20 °C

2: iodine / dimethyl sulfoxide

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / toluene; ethanol; water / 4 h / Reflux

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; iodine; sodium carbonate; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; toluene; 3: |Suzuki Coupling;
DOI:10.1016/j.bmc.2013.05.011