2-{(1R)-1-[(2-amino-5-bromopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide

Base Information

Chemical Name:2-{(1R)-1-[(2-amino-5-bromopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide
CAS No.:1612891-03-8
Molecular Formula:C₂₁H₂₀BrFN₆O₂
Molecular Weight:487.331
Hs Code.:

Synonyms:2-{(1R)-1-[(2-amino-5-bromopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-{(1R)-1-[(2-amino-5-bromopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide

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Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 2-{(1R)-1-[(2-amino-5-bromopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide

There total 17 articles about 2-{(1R)-1-[(2-amino-5-bromopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide 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: 86.0%

: 1612891-02-7
2-{(1R)-1-[(2-aminopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide

: 1612891-03-8
2-{(1R)-1-[(2-amino-5-bromopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide

Guidance literature:: With N-Bromosuccinimide; In tetrahydrofuran; at -10 - 0 ℃; for 2h;
DOI:10.1021/jm500261q

Reference yield: 73.0%

1-methyl-3-((methylamino)methyl)-1H-pyrazole-5-carbonitrile hydrochloride: 1643141-20-1
1-methyl-3-((methylamino)methyl)-1H-pyrazole-5-carbonitrile hydrochloride

: 2-((1R)-1-((2-amino-5-bromopyridin-3-yl)oxy)ethyl)-4-fluorobenzoic acid

: 1612891-03-8
2-{(1R)-1-[(2-amino-5-bromopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; Solvent; Inert atmosphere; Cooling with ice;

Reference yield:

: 394-32-1
1-(5-fluoro-2-hydroxyphenyl)ethan-1-one

: 1612891-03-8
2-{(1R)-1-[(2-amino-5-bromopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: B-chlorodiisopinocampheylborane / tetrahydrofuran / 4 h / -30 - 20 °C

2.1: triethylamine / tert-butyl methyl ether / 3 h / 20 °C / Cooling with ice

3.1: caesium carbonate / acetone; 2-methyltetrahydrofuran / 0.5 h / 20 - 40 °C

3.2: 24 h / 75 - 80 °C

4.1: N-ethyl-N,N-diisopropylamine; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / toluene / 18 h / 85 °C / 3000.3 Torr

5.1: N-Bromosuccinimide / tetrahydrofuran / 2 h / -10 - 0 °C

With N-Bromosuccinimide; bis(tri-t-butylphosphine)palladium⁽⁰⁾; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; B-chlorodiisopinocampheylborane; In tetrahydrofuran; 2-methyltetrahydrofuran; tert-butyl methyl ether; acetone; toluene;
DOI:10.1021/jm500261q