6-{[(2R,3S,4R,5S)-4-(4-chloro-2-fluorophenyl)-3-(3-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carbonyl]amino}nicotinic acid

Base Information

Chemical Name:6-{[(2R,3S,4R,5S)-4-(4-chloro-2-fluorophenyl)-3-(3-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carbonyl]amino}nicotinic acid
CAS No.:1229704-87-3
Molecular Formula:C₂₉H₂₆Cl₂F₂N₄O₃
Molecular Weight:587.453
Hs Code.:

6-{[(2R,3S,4R,5S)-4-(4-chloro-2-fluorophenyl)-3-(3-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carbonyl]amino}nicotinic acid

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Chemical Property of 6-{[(2R,3S,4R,5S)-4-(4-chloro-2-fluorophenyl)-3-(3-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carbonyl]amino}nicotinic acid

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Technology Process of 6-{[(2R,3S,4R,5S)-4-(4-chloro-2-fluorophenyl)-3-(3-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carbonyl]amino}nicotinic acid

There total 9 articles about 6-{[(2R,3S,4R,5S)-4-(4-chloro-2-fluorophenyl)-3-(3-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carbonyl]amino}nicotinic acid 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:

: 1229705-02-5
rac-6-{[(2R,3S,4R,5S)-3-(3-chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carbonyl]-amino}-nicotinic acid methyl ester

: 1229704-87-3
6-{[(2R,3S,4R,5S)-4-(4-chloro-2-fluorophenyl)-3-(3-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carbonyl]amino}nicotinic acid

Guidance literature:: With hydrogenchloride; In water; pH=5;
DOI:10.1021/jm400487c

Reference yield:

: 1219086-87-9
(Z)-3-(3-chloro-2-fluorophenyl)-2-(4-chloro-2-fluorophenyl)prop-2-enenitrile

: 1229704-87-3
6-{[(2R,3S,4R,5S)-4-(4-chloro-2-fluorophenyl)-3-(3-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carbonyl]amino}nicotinic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine; silver fluoride / dichloromethane / 18 h / 20 °C

2.1: dichloromethane / 18 h / 20 °C

3.1: methanol / 30 °C / 75007.5 Torr

4.1: N-ethyl-N,N-diisopropylamine; diphenylphosphinic chloride / dichloromethane / 0.5 h / 20 °C

4.2: 18 h / 20 °C

5.1: potassium carbonate; carbon monoxide / water; N,N-dimethyl-formamide / 3 h / 70 °C / 2068.65 Torr

6.1: hydrogenchloride / water / pH 5

With hydrogenchloride; carbon monoxide; diphenylphosphinic chloride; silver fluoride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm400487c

Reference yield:

: 1219086-88-0
racemic (2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-( 4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid tert-butyl ester

: 1229704-87-3
6-{[(2R,3S,4R,5S)-4-(4-chloro-2-fluorophenyl)-3-(3-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carbonyl]amino}nicotinic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 18 h / 20 °C

2.1: methanol / 30 °C / 75007.5 Torr

3.1: N-ethyl-N,N-diisopropylamine; diphenylphosphinic chloride / dichloromethane / 0.5 h / 20 °C

3.2: 18 h / 20 °C

4.1: potassium carbonate; carbon monoxide / water; N,N-dimethyl-formamide / 3 h / 70 °C / 2068.65 Torr

5.1: hydrogenchloride / water / pH 5

With hydrogenchloride; carbon monoxide; diphenylphosphinic chloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm400487c