3-[3-(6-chloro-1H-pyrazolo[3,4-b]oyridin-3-yl)-4-methoxy-phenyl]-1,1-dimethyl-prop-2-ynylamine

Base Information

Chemical Name:3-[3-(6-chloro-1H-pyrazolo[3,4-b]oyridin-3-yl)-4-methoxy-phenyl]-1,1-dimethyl-prop-2-ynylamine
CAS No.:872513-23-0
Molecular Formula:C₁₈H₁₇ClN₄O
Molecular Weight:340.812
Hs Code.:

Synonyms:3-[3-(6-chloro-1H-pyrazolo[3,4-b]oyridin-3-yl)-4-methoxy-phenyl]-1,1-dimethyl-prop-2-ynylamine

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Chemical Property of 3-[3-(6-chloro-1H-pyrazolo[3,4-b]oyridin-3-yl)-4-methoxy-phenyl]-1,1-dimethyl-prop-2-ynylamine

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Technology Process of 3-[3-(6-chloro-1H-pyrazolo[3,4-b]oyridin-3-yl)-4-methoxy-phenyl]-1,1-dimethyl-prop-2-ynylamine

There total 5 articles about 3-[3-(6-chloro-1H-pyrazolo[3,4-b]oyridin-3-yl)-4-methoxy-phenyl]-1,1-dimethyl-prop-2-ynylamine 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: 39.0%

: 872513-22-9
3-(5-bromo-2-methoxy-phenyl)-6-chloro-1H-pyrazolo[3,4-b]pyridine

: 2978-58-7
1,1-dimethylprop-3-ynylamine

: 872513-23-0
3-[3-(6-chloro-1H-pyrazolo[3,4-b]oyridin-3-yl)-4-methoxy-phenyl]-1,1-dimethyl-prop-2-ynylamine

Guidance literature:: With copper(l) iodide; caesium carbonate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; Heating;
DOI:10.1016/j.bmcl.2005.10.015

Reference yield:

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

: 872513-23-0
3-[3-(6-chloro-1H-pyrazolo[3,4-b]oyridin-3-yl)-4-methoxy-phenyl]-1,1-dimethyl-prop-2-ynylamine

Guidance literature:: Multi-step reaction with 2 steps

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

2: 39 percent / CuI; Cs₂CO₃; DIPEA / PdCl₂(PPh₃)2 / Heating

With copper(l) iodide; caesium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In ethanol; butan-1-ol; 2: Sonogashira coupling;
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

: 872513-23-0
3-[3-(6-chloro-1H-pyrazolo[3,4-b]oyridin-3-yl)-4-methoxy-phenyl]-1,1-dimethyl-prop-2-ynylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / CrO₃; aq. H₂SO₄ / acetone

2: 70 percent / hydrazine hydrate / ethanol; butan-1-ol / 1 h / Heating

3: 39 percent / CuI; Cs₂CO₃; DIPEA / PdCl₂(PPh₃)2 / Heating

With chromium(VI) oxide; copper(l) iodide; sulfuric acid; caesium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In ethanol; acetone; butan-1-ol; 1: Jones oxidation / 3: Sonogashira coupling;
DOI:10.1016/j.bmcl.2005.10.015