3-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methoxy-benzoic acid

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Chemical Name:3-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methoxy-benzoic acid
CAS No.:872513-26-3
Molecular Formula:C₂₀H₂₄ClN₃O₄Si
Molecular Weight:433.967
Hs Code.:

Synonyms:3-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methoxy-benzoic acid

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Chemical Property of 3-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methoxy-benzoic acid

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Technology Process of 3-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methoxy-benzoic acid

There total 6 articles about 3-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methoxy-benzoic acid 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: 58.0%

: 124-38-9,18923-20-1
carbon dioxide

: 872513-26-3
3-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methoxy-benzoic acid

Guidance literature:: 3-(5-bromo-2-methoxy-phenyl)-6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

Reference yield:

: 872513-21-8
(5-bromo-2-methoxy-phenyl)-(2,6-dichloro-pyridin-3-yl)-methanone

: 872513-26-3
3-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 70 percent / hydrazine hydrate / ethanol; butan-1-ol / 1 h / Heating

2.1: KN(TMS)2 / tetrahydrofuran / -78 °C

3.1: n-BuLi / tetrahydrofuran

3.2: 63 percent / tetrahydrofuran

With n-butyllithium; potassium hexamethylsilazane; hydrazine hydrate; In tetrahydrofuran; ethanol; butan-1-ol;
DOI:10.1016/j.bmcl.2005.10.015

Reference yield:

: 872513-52-5
(5-bromo-2-methoxy-phenyl)-(2,6-dichloro-pyridin-3-yl)-methanol

: 872513-26-3
3-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 79 percent / CrO₃; aq. H₂SO₄ / acetone

2.1: 70 percent / hydrazine hydrate / ethanol; butan-1-ol / 1 h / Heating

3.1: KN(TMS)2 / tetrahydrofuran / -78 °C

4.1: n-BuLi / tetrahydrofuran

4.2: 63 percent / tetrahydrofuran

With chromium(VI) oxide; n-butyllithium; sulfuric acid; potassium hexamethylsilazane; hydrazine hydrate; In tetrahydrofuran; ethanol; acetone; butan-1-ol; 1.1: Jones oxidation;
DOI:10.1016/j.bmcl.2005.10.015