methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate

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Chemical Name:methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate
CAS No.:1312691-28-3
Molecular Formula:C₂₃H₃₀N₆O₄
Molecular Weight:454.529
Hs Code.:

Synonyms:methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate

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Chemical Property of methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate

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Technology Process of methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate

There total 7 articles about methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)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: 39.3%

: 1312691-24-9
methyl 6-chloro-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate

: 365996-30-1
tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate

: 1312691-28-3
methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate

Guidance literature:: With triethylamine; In ISOPROPYLAMIDE; at 150 ℃; for 1h; Microwave irradiation;

Reference yield:

: 78607-36-0
2-chloro-3-iodopyridine

: 1312691-28-3
methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate

Guidance literature:: Multi-step reaction with 7 steps

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

1.2: -78 - 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

3.1: ISOPROPYLAMIDE / 140 °C

4.1: potassium fluoride / trans-bis(triphenylphosphine)palladium dichloride / 1,2-dimethoxyethane / 1 h / 120 °C / Microwave irradiation

5.1: trifluoroacetic anhydride; urea hydrogen peroxide adduct / dichloromethane / 7 h / 0 - 20 °C

6.1: trichlorophosphate / 5 h / 80 °C

7.1: triethylamine / ISOPROPYLAMIDE / 1 h / 150 °C / Microwave irradiation

With potassium fluoride; n-butyllithium; urea hydrogen peroxide adduct; potassium carbonate; triethylamine; diisopropylamine; trifluoroacetic anhydride; trichlorophosphate; trans-bis(triphenylphosphine)palladium dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; ISOPROPYLAMIDE; N,N-dimethyl-formamide; 4.1: Suzuki Coupling;

Reference yield:

: 544671-78-5
2-chloro-4-iodo-3-pyridinecarboxylic acid

: 1312691-28-3
methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate

Guidance literature:: Multi-step reaction with 6 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

2: ISOPROPYLAMIDE / 140 °C

3: potassium fluoride / trans-bis(triphenylphosphine)palladium dichloride / 1,2-dimethoxyethane / 1 h / 120 °C / Microwave irradiation

4: trifluoroacetic anhydride; urea hydrogen peroxide adduct / dichloromethane / 7 h / 0 - 20 °C

5: trichlorophosphate / 5 h / 80 °C

6: triethylamine / ISOPROPYLAMIDE / 1 h / 150 °C / Microwave irradiation

With potassium fluoride; urea hydrogen peroxide adduct; potassium carbonate; triethylamine; trifluoroacetic anhydride; trichlorophosphate; trans-bis(triphenylphosphine)palladium dichloride; In 1,2-dimethoxyethane; dichloromethane; ISOPROPYLAMIDE; N,N-dimethyl-formamide; 3: Suzuki Coupling;