(R)-tert-butyl 3-(5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-ylcarbamoyl)piperidine-1-carboxylate

Base Information

Chemical Name:(R)-tert-butyl 3-(5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-ylcarbamoyl)piperidine-1-carboxylate
CAS No.:1269815-31-7
Molecular Formula:C₂₈H₃₆ClFN₄O₄
Molecular Weight:547.07
Hs Code.:

Synonyms:(R)-tert-butyl 3-(5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-ylcarbamoyl)piperidine-1-carboxylate

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Chemical Property of (R)-tert-butyl 3-(5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-ylcarbamoyl)piperidine-1-carboxylate

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Technology Process of (R)-tert-butyl 3-(5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-ylcarbamoyl)piperidine-1-carboxylate

There total 6 articles about (R)-tert-butyl 3-(5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-ylcarbamoyl)piperidine-1-carboxylate 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:

: 1269815-43-1
5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-amine

: 163438-09-3
(R)-1-Boc-nipecotic acid

: 1269815-31-7
(R)-tert-butyl 3-(5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-ylcarbamoyl)piperidine-1-carboxylate

Guidance literature:: (R)-1-Boc-nipecotic acid; With HATU; In 1-methyl-pyrrolidin-2-one; acetonitrile; at 20 ℃; for 1h;

5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-amine; With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; acetonitrile; at 70 ℃; for 16h;

Reference yield:

: 1435-51-4
1,3-dibromo-5-fluorobenzene

: 1269815-31-7
(R)-tert-butyl 3-(5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-ylcarbamoyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 0.17 h

1.2: 18 h / 93 °C

2.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 2 h / 103 °C

3.1: ammonia / water; dimethyl sulfoxide / 3.5 h / 125 °C / Inert atmosphere

4.1: HATU / 1-methyl-pyrrolidin-2-one; acetonitrile / 1 h / 20 °C

4.2: 16 h / 70 °C

With ammonia; sodium carbonate; HATU; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; water; dimethyl sulfoxide; acetonitrile; 2.1: Suzuki Coupling;

Reference yield:

: 389621-78-7
(tetrahydro-2H-pyran-4-yl)methanamine hydrochloride

: 1269815-31-7
(R)-tert-butyl 3-(5-chloro-4-(3-fluoro-5-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)pyridin-2-ylcarbamoyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 0.17 h

1.2: 18 h / 93 °C

2.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 2 h / 103 °C

3.1: ammonia / water; dimethyl sulfoxide / 3.5 h / 125 °C / Inert atmosphere

4.1: HATU / 1-methyl-pyrrolidin-2-one; acetonitrile / 1 h / 20 °C

4.2: 16 h / 70 °C

With ammonia; sodium carbonate; HATU; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane; water; dimethyl sulfoxide; acetonitrile; 2.1: Suzuki Coupling;