methyl 6-((1R,2S)-2-aminocyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate

Base Information

Chemical Name:methyl 6-((1R,2S)-2-aminocyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate
CAS No.:1312691-53-4
Molecular Formula:C₂₁H₂₅N₅O₄S
Molecular Weight:443.527
Hs Code.:

Synonyms:methyl 6-((1R,2S)-2-aminocyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate

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Chemical Property of methyl 6-((1R,2S)-2-aminocyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate

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Technology Process of methyl 6-((1R,2S)-2-aminocyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate

There total 7 articles about methyl 6-((1R,2S)-2-aminocyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate 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: 85.0%

: 1312691-52-3
methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate

: 1312691-53-4
methyl 6-((1R,2S)-2-aminocyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate

Guidance literature:: methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate; With hydrogenchloride; acetic acid; In water; at 20 ℃; for 4h;

With sodium hydrogencarbonate; In water;

Reference yield:

: 148493-37-2
2,6-dichloro-3-iodo-pyridine

: 1312691-53-4
methyl 6-((1R,2S)-2-aminocyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate

Guidance literature:: Multi-step reaction with 7 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C

1.2: 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 100 °C / 760.05 Torr / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 60 °C

5.1: 3-chloro-benzenecarboperoxoic acid / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

6.1: triethylamine / N,N-dimethyl-formamide; tetrahydrofuran / 12 h / 60 °C

7.1: hydrogenchloride; acetic acid / water / 4 h / 20 °C

With hydrogenchloride; n-butyllithium; potassium carbonate; acetic acid; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1309866-40-7
2,6-dichloro-4-iodo-nicotinic acid methyl ester

: 1312691-53-4
methyl 6-((1R,2S)-2-aminocyclohexylamino)-4-cyano-2-(3-(methylsulfonyl)phenylamino)nicotinate

Guidance literature:: Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 100 °C / 760.05 Torr / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 2 h / 60 °C

3: 3-chloro-benzenecarboperoxoic acid / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

4: triethylamine / N,N-dimethyl-formamide; tetrahydrofuran / 12 h / 60 °C

5: hydrogenchloride; acetic acid / water / 4 h / 20 °C

With hydrogenchloride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;