tert-butyl [(1S,2R)-2-({6-carbamoyl-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate

Base Information

• Chemical Name: tert-butyl [(1S,2R)-2-({6-carbamoyl-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate
• CAS No.: 1429913-82-5
• Molecular Formula: C₂₄H₃₄N₆O₃
• Molecular Weight: 454.572

Synonyms:tert-butyl [(1S,2R)-2-({6-carbamoyl-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate

Chemical Property of tert-butyl [(1S,2R)-2-({6-carbamoyl-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate

Chemical Property:

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Technology Process of tert-butyl [(1S,2R)-2-({6-carbamoyl-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate

There total 4 articles about tert-butyl [(1S,2R)-2-({6-carbamoyl-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate 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: 100.0%

tert-butyl [(1S,2R)-2-({6-cyano-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate (1429913-81-4) → tert-butyl [(1S,2R)-2-({6-carbamoyl-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate (1429913-82-5)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In water; dimethyl sulfoxide; at 25 - 30 ℃; for 0.333333h; Sealed tube; Inert atmosphere;

DOI:10.1021/jm5018169

Reference yield:

tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate (365996-30-1) → tert-butyl [(1S,2R)-2-({6-carbamoyl-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate (1429913-82-5)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / 14 h / 110 °C / Sealed tube; Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 5 h / 80 °C / Inert atmosphere; Sealed tube

3: dihydrogen peroxide; sodium hydroxide / dimethyl sulfoxide; water / 0.33 h / 25 - 30 °C / Sealed tube; Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dihydrogen peroxide; caesium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydroxide; In 1,4-dioxane; water; dimethyl sulfoxide; 2: |Buchwald-Hartwig Coupling;

DOI:10.1021/jm5018169

Reference yield:

3-bromo-5-fluoropyridine-2- carbonitrile (950670-18-5) → tert-butyl [(1S,2R)-2-({6-carbamoyl-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate (1429913-82-5)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / 14 h / 110 °C / Sealed tube; Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 5 h / 80 °C / Inert atmosphere; Sealed tube

3: dihydrogen peroxide; sodium hydroxide / dimethyl sulfoxide; water / 0.33 h / 25 - 30 °C / Sealed tube; Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dihydrogen peroxide; caesium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydroxide; In 1,4-dioxane; water; dimethyl sulfoxide; 2: |Buchwald-Hartwig Coupling;

DOI:10.1021/jm5018169

upstream raw materials:

tert-butyl [(1S,2R)-2-({6-cyano-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)cyclohexyl]carbamate

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

3-bromo-5-fluoropyridine-2- carbonitrile

tert-butyl {(1S,2R)-2-[(5-bromo-6-cyanopyridin-3-yl)amino]cyclohexyl}carbamate

Downstream raw materials:

5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-[(4,6-dimethylpyridin-2-yl)amino]pyridine-2-carboxamide

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