N₁ - [ 5 - ( 3 , 5-difluorobenzyl)-1H-indazol-3-yl]-N 4 - [ 2-(dimethylamino)ethyl]-N₄-methyl-2-(tetrahydro-2H-pyran-4-ylamino)benzene-1,4-dicarboxamide

Base Information

• Chemical Name: N₁ - [ 5 - ( 3 , 5-difluorobenzyl)-1H-indazol-3-yl]-N 4 - [ 2-(dimethylamino)ethyl]-N₄-methyl-2-(tetrahydro-2H-pyran-4-ylamino)benzene-1,4-dicarboxamide
• CAS No.: 1108744-07-5
• Molecular Formula: C₃₂H₃₆F₂N₆O₃
• Molecular Weight: 590.673

Synonyms:

Chemical Property of N₁ - [ 5 - ( 3 , 5-difluorobenzyl)-1H-indazol-3-yl]-N 4 - [ 2-(dimethylamino)ethyl]-N₄-methyl-2-(tetrahydro-2H-pyran-4-ylamino)benzene-1,4-dicarboxamide

Chemical Property:

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Useful:

Technology Process of N₁ - [ 5 - ( 3 , 5-difluorobenzyl)-1H-indazol-3-yl]-N 4 - [ 2-(dimethylamino)ethyl]-N₄-methyl-2-(tetrahydro-2H-pyran-4-ylamino)benzene-1,4-dicarboxamide

There total 6 articles about N₁ - [ 5 - ( 3 , 5-difluorobenzyl)-1H-indazol-3-yl]-N 4 - [ 2-(dimethylamino)ethyl]-N₄-methyl-2-(tetrahydro-2H-pyran-4-ylamino)benzene-1,4-dicarboxamide 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:

5-(3,5-difluoro-benzyl)-1H-indazol-3-ylamine (1108745-30-7) + C18H26ClN3O3 → N1 - [ 5 - ( 3 , 5-difluorobenzyl)-1H-indazol-3-yl]-N 4 - [ 2-(dimethylamino)ethyl]-N4-methyl-2-(tetrahydro-2H-pyran-4-ylamino)benzene-1,4-dicarboxamide (1108744-07-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -20 ℃; for 4h;

DOI:10.1021/acs.jmedchem.6b00064

Reference yield:

3-cyano-4-fluorophenylboronic acid (214210-21-6) → N1 - [ 5 - ( 3 , 5-difluorobenzyl)-1H-indazol-3-yl]-N 4 - [ 2-(dimethylamino)ethyl]-N4-methyl-2-(tetrahydro-2H-pyran-4-ylamino)benzene-1,4-dicarboxamide (1108744-07-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 1.5 - 8 h / 100 °C / Inert atmosphere

2: hydrazine hydrate / butan-1-ol / Reflux

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / -20 °C

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; toluene; butan-1-ol; 1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acs.jmedchem.6b00064

Reference yield:

1-bromomethyl-3,5-difluoro-benzene (141776-91-2) → N1 - [ 5 - ( 3 , 5-difluorobenzyl)-1H-indazol-3-yl]-N 4 - [ 2-(dimethylamino)ethyl]-N4-methyl-2-(tetrahydro-2H-pyran-4-ylamino)benzene-1,4-dicarboxamide (1108744-07-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 1.5 - 8 h / 100 °C / Inert atmosphere

2: hydrazine hydrate / butan-1-ol / Reflux

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / -20 °C

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; toluene; butan-1-ol; 1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acs.jmedchem.6b00064

upstream raw materials:

3-cyano-4-fluorophenylboronic acid

1-bromomethyl-3,5-difluoro-benzene

5-(3,5-difluorobenzyl)-2-fluorobenzonitrile

5-(3,5-difluoro-benzyl)-1H-indazol-3-ylamine

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