4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluorophenyl(cyclopropyl)methanone

Base Information

Chemical Name:4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluorophenyl(cyclopropyl)methanone
CAS No.:1416364-85-6
Molecular Formula:C₂₄H₂₇ClFN₃O₂
Molecular Weight:443.949
Hs Code.:

Synonyms:4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluorophenyl(cyclopropyl)methanone

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Chemical Property of 4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluorophenyl(cyclopropyl)methanone

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Technology Process of 4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluorophenyl(cyclopropyl)methanone

There total 7 articles about 4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluorophenyl(cyclopropyl)methanone 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:

: 1416366-47-6
4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluoro-N-methoxy-N-methylbenzamide

: 23719-80-4
cyclopropylmagnesium bromide

: 1416364-85-6
4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluorophenyl(cyclopropyl)methanone

Guidance literature:: 4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluoro-N-methoxy-N-methylbenzamide; cyclopropylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 0.5h;

With hydrogenchloride; In tetrahydrofuran;

Reference yield:

: 403802-41-5
tert-butyl 4-(3-hydroxyprop-1-yn-1-yl)piperidine-1-carboxylate

: 1416364-85-6
4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluorophenyl(cyclopropyl)methanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogen; quinoline / Lindlar's catalyst / ethyl acetate / 0.67 h / 760.05 Torr

2.1: diethylzinc / dichloromethane; 1,2-dimethoxyethane / 1.58 h / -30 - -20 °C / Inert atmosphere

2.2: 1 h / -15 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

3.2: 1 h / 20 °C

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

4.2: 0.25 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / benzotriazol-1-ol / dichloromethane / 0.25 h

5.2: 20 °C

6.1: trifluoroacetic acid / dichloromethane / 0.25 h / 20 °C

6.2: 20 °C

7.1: tetrahydrofuran / 0.5 h / 20 °C

With quinoline; n-butyllithium; hydrogen; diethylzinc; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; benzotriazol-1-ol; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 1416366-00-1
tert-butyl 4-[(1S,2R)-2-(hydroxymethyl)cyclopropyl]piperidine-1-carboxylate

: 1416364-85-6
4-[({(1R,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}methoxy) methyl]-2-fluorophenyl(cyclopropyl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

1.2: 1 h / 20 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 0.25 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / benzotriazol-1-ol / dichloromethane / 0.25 h

3.2: 20 °C

4.1: trifluoroacetic acid / dichloromethane / 0.25 h / 20 °C

4.2: 20 °C

5.1: tetrahydrofuran / 0.5 h / 20 °C

With n-butyllithium; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; benzotriazol-1-ol; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;