(R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone

Base Information

• Chemical Name: (R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone
• CAS No.: 1374239-07-2
• Molecular Formula: C₂₀H₂₂Cl₂N₆O
• Molecular Weight: 433.34
• Mol file: 1374239-07-2.mol

Synonyms:(R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone

Chemical Property of (R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone

There total 6 articles about (R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone 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: 50.0%

(R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone (1374241-92-5) → (R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone (1374239-07-2)

Guidance literature:

With water; potassium carbonate; In methanol; at 60 ℃; for 1h;

Reference yield:

(R)-piperidin-3-ylcarbamic acid tert-butyl ester (309956-78-3,172603-05-3) → (R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone (1374239-07-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium cyanoborohydride; acetic acid / methanol / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / -30 °C / Inert atmosphere; Reflux

2.2: Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 60 °C

4.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / Inert atmosphere; Reflux

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.17 h / 0 °C

5.2: 0 - 20 °C

6.1: potassium carbonate; water / methanol / 1 h / 60 °C

With lithium aluminium tetrahydride; water; ammonium formate; sodium cyanoborohydride; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

Reference yield:

tert-butyl (R)-(+)-(N-benzylpiperidin-3-yl)carbamate (454713-13-4,216854-24-9) → (R)-2-(3,5-dichlorophenylamino)-1-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidin-1-yl)ethanone (1374239-07-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / -30 °C / Inert atmosphere; Reflux

1.2: Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 60 °C

3.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / Inert atmosphere; Reflux

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.17 h / 0 °C

4.2: 0 - 20 °C

5.1: potassium carbonate; water / methanol / 1 h / 60 °C

With lithium aluminium tetrahydride; water; ammonium formate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

upstream raw materials:

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

tert-butyl (R)-(+)-(N-benzylpiperidin-3-yl)carbamate

(R)-N-methyl-N-(piperidin-3-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

2-((3,5-dichlorophenyl)arnino)acetic acid

Refernces