{3-[5-(3-amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-(2,4-difluoro-phenyl)-amine

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Chemical Name:{3-[5-(3-amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-(2,4-difluoro-phenyl)-amine
CAS No.:872513-33-2
Molecular Formula:C₂₃H₂₀F₂N₆O
Molecular Weight:434.448
Hs Code.:

Synonyms:{3-[5-(3-amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-(2,4-difluoro-phenyl)-amine

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Chemical Property of {3-[5-(3-amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-(2,4-difluoro-phenyl)-amine

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Technology Process of {3-[5-(3-amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-(2,4-difluoro-phenyl)-amine

There total 5 articles about {3-[5-(3-amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-(2,4-difluoro-phenyl)-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: 30.0%

: 872513-29-6
[3-(5-bromo-2-methoxy-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-(2,4-difluoro-phenyl)-amine

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

: 872513-33-2
{3-[5-(3-amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-(2,4-difluoro-phenyl)-amine

Guidance literature:: With copper(l) iodide; caesium carbonate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; at 130 ℃; for 1h;
DOI:10.1016/j.bmcl.2005.10.015

Reference yield:

: 872513-54-7
(5-bromo-2-methoxy-phenyl)-(2,4-dichloro-pyrimidin-5-yl)-methanol

: 872513-33-2
{3-[5-(3-amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-(2,4-difluoro-phenyl)-amine

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / CrO₃; aq. H₂SO₄ / acetone

2: 67 percent / hydrazine hydrate / methanol / -50 - 0 °C

3: 90 percent / 0.25 h / 150 °C

4: 30 percent / CuI; Cs₂CO₃; DIPEA / PdCl₂(PPh₃)2 / 1 h / 130 °C

With chromium(VI) oxide; copper(l) iodide; sulfuric acid; caesium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In methanol; acetone; 1: Jones oxidation / 4: Sonogashira coupling;
DOI:10.1016/j.bmcl.2005.10.015

Reference yield:

: 872513-27-4
(5-bromo-2-methoxy-phenyl)-(2,4-dichloro-pyrimidin-5-yl)-methanone

: 872513-33-2
{3-[5-(3-amino-3-methyl-but-1-ynyl)-2-methoxy-phenyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-(2,4-difluoro-phenyl)-amine

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / hydrazine hydrate / methanol / -50 - 0 °C

2: 90 percent / 0.25 h / 150 °C

3: 30 percent / CuI; Cs₂CO₃; DIPEA / PdCl₂(PPh₃)2 / 1 h / 130 °C

With copper(l) iodide; caesium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In methanol; 3: Sonogashira coupling;
DOI:10.1016/j.bmcl.2005.10.015