2-{(1R)-1-[(2-aminopyridin-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-aminopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide
CAS No.:1612891-02-7
Molecular Formula:C₂₁H₂₁FN₆O₂
Molecular Weight:408.435
Hs Code.:

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

Suppliers and Price of 2-{(1R)-1-[(2-aminopyridin-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-aminopyridin-3-yl)oxy]ethyl}-N-[(5-cyano-1-methyl-1H-pyrazol-3-yl)methyl]-4-fluoro-N-methylbenzamide

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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

There total 13 articles about 2-{(1R)-1-[(2-aminopyridin-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: 95.0%

: 201230-82-2
carbon monoxide

: 3-[(1R)-1-(5-fluoro-2-iodophenyl)ethoxy]pyridin-2-amine

: 1454852-76-6
1-methyl-3-[(methylamino)methyl]-1H-pyrazole-5-carbonitrile

: 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

Guidance literature:: With bis(tri-t-butylphosphine)palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; In toluene; at 85 ℃; for 18h; under 3000.3 Torr;
DOI:10.1021/jm500261q

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

With 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

Reference yield:

: (1S)-1-(5-fluoro-2-iodophenyl)ethyl methanesulfonate

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 24 h / 75 - 80 °C

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

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; caesium carbonate; N-ethyl-N,N-diisopropylamine; In 2-methyltetrahydrofuran; acetone; toluene;
DOI:10.1021/jm500261q