(R)-4-amino-6-(1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethylamino)pyrimidine-5-carbonitrile

Base Information

• Chemical Name: (R)-4-amino-6-(1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethylamino)pyrimidine-5-carbonitrile
• CAS No.: 1338481-58-5
• Molecular Formula: C₂₁H₁₈FN₇O₂S
• Molecular Weight: 451.484
• Mol file: 1338481-58-5.mol

Synonyms:

Chemical Property of (R)-4-amino-6-(1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethylamino)pyrimidine-5-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-amino-6-(1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethylamino)pyrimidine-5-carbonitrile

There total 10 articles about (R)-4-amino-6-(1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethylamino)pyrimidine-5-carbonitrile 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:

3-(methylsulfonyl)aniline (35216-39-8) → (S)-4-amino-6-((1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethyl)amino)pyrimidine-5-carbonitrile (1338481-59-6) + (R)-4-amino-6-(1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethylamino)pyrimidine-5-carbonitrile (1338481-58-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 92 h / 130 °C

2.1: tin(II) chloride dihdyrate / ethyl acetate / 5 h / Reflux

2.2: 20 °C

3.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 1 h / -10 °C

3.2: -10 - 20 °C

4.1: 92 h / 100 °C

5.1: hydrogenchloride; water / 22 h / 100 °C

5.2: pH 10

6.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 24 h / 120 °C

7.1: Resolution of racemate

With 4-methyl-morpholine; hydrogenchloride; tin(II) chloride dihdyrate; water; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In dichloromethane; ethyl acetate; butan-1-ol;

Reference yield:

2,4-Difluoronitrobenzene (446-35-5) → (S)-4-amino-6-((1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethyl)amino)pyrimidine-5-carbonitrile (1338481-59-6) + (R)-4-amino-6-(1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethylamino)pyrimidine-5-carbonitrile (1338481-58-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 92 h / 130 °C

2.1: tin(II) chloride dihdyrate / ethyl acetate / 5 h / Reflux

2.2: 20 °C

3.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 1 h / -10 °C

3.2: -10 - 20 °C

4.1: 92 h / 100 °C

5.1: hydrogenchloride; water / 22 h / 100 °C

5.2: pH 10

6.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 24 h / 120 °C

7.1: Resolution of racemate

With 4-methyl-morpholine; hydrogenchloride; tin(II) chloride dihdyrate; water; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In dichloromethane; ethyl acetate; butan-1-ol;

Reference yield:

5-fluoro-N-(3-(methylsulfonyl)phenyl)-2-nitroaniline (1338481-60-9) → (S)-4-amino-6-((1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethyl)amino)pyrimidine-5-carbonitrile (1338481-59-6) + (R)-4-amino-6-(1-(6-fluoro-1-(3-(methylsulfonyl)phenyl)-1H-benzo[d]imidazol-2-yl)ethylamino)pyrimidine-5-carbonitrile (1338481-58-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tin(II) chloride dihdyrate / ethyl acetate / 5 h / Reflux

1.2: 20 °C

2.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 1 h / -10 °C

2.2: -10 - 20 °C

3.1: 92 h / 100 °C

4.1: hydrogenchloride; water / 22 h / 100 °C

4.2: pH 10

5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 24 h / 120 °C

6.1: Resolution of racemate

With 4-methyl-morpholine; hydrogenchloride; tin(II) chloride dihdyrate; water; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In dichloromethane; ethyl acetate; butan-1-ol;

upstream raw materials:

4,6-dichloro-5-cyanopyrimidine

3-(methylsulfonyl)aniline

4,6-dichloropyrimidine-5-carbaldehyde oxime

2,6-dichloro-pyrimidine carbaldehyde