ethyl (1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylate

Base Information

• Chemical Name: ethyl (1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylate
• CAS No.: 1259366-99-8
• Molecular Formula: C₁₃H₁₇ClFN₃O₂
• Molecular Weight: 301.748

Synonyms:ethyl (1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylate

Chemical Property of ethyl (1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylate

Chemical Property:

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Technology Process of ethyl (1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylate

There total 5 articles about ethyl (1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-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: 92.0%

ethyl (1R,3S)-3-aminocyclohexane-1-carboxylate hydrochloride (1993243-50-7,33073-64-2) + 2,4-dichloro-5-fluoropyrimidine (2927-71-1) → ethyl (1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylate (1259366-99-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 18h; Reflux;

DOI:10.1021/acsmedchemlett.6b00487

Reference yield:

ethyl (1R,3S)-3-aminocyclohexanecarboxylate (53084-60-9,60601-06-1,62456-14-8) + 2,4-dichloro-5-fluoropyrimidine (2927-71-1) → ethyl (1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylate (1259366-99-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; Reflux;

Reference yield:

ethyl 3-aminocyclohexanecarboxylate (53084-60-9) + 2,4-dichloro-5-fluoropyrimidine (2927-71-1) → ethyl (1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylate (1259366-99-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethyl acetate;

upstream raw materials:

ethyl 3-aminocyclohexanecarboxylate

2,4-dichloro-5-fluoropyrimidine

(1S,3R)-3-ethoxycarbonylcyclohexane-1-carboxylic acid

ethyl (1R,3S)-3-benzyloxycarbonylaminocyclohexane-1-carboxylate

Downstream raw materials:

(1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylic acid

N-((1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

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