2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl) piperidin-1-yl)-5-(1-methoxyethyl)pyrimidine

Base Information

Chemical Name:2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl) piperidin-1-yl)-5-(1-methoxyethyl)pyrimidine
CAS No.:1416366-94-3
Molecular Formula:C₂₄H₃₂FN₃O₄S
Molecular Weight:477.6
Hs Code.:

Synonyms:2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl) piperidin-1-yl)-5-(1-methoxyethyl)pyrimidine

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Chemical Property of 2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl) piperidin-1-yl)-5-(1-methoxyethyl)pyrimidine

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Technology Process of 2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl) piperidin-1-yl)-5-(1-methoxyethyl)pyrimidine

There total 11 articles about 2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl) piperidin-1-yl)-5-(1-methoxyethyl)pyrimidine 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: 81.0%

: 1416366-77-2
1-(2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl)piperidin-1-yl)pyrimidin-5-yl)ethanol

: 74-88-4
methyl iodide

: 1416366-94-3
2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl) piperidin-1-yl)-5-(1-methoxyethyl)pyrimidine

Guidance literature:: 1-(2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl)piperidin-1-yl)pyrimidin-5-yl)ethanol; With sodium hydride; In acetonitrile; mineral oil; at 20 ℃;

methyl iodide; In acetonitrile; mineral oil; at 20 ℃; for 2h;
DOI:10.1021/acsmedchemlett.5b00207

Reference yield:

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

: 1416366-94-3
2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl) piperidin-1-yl)-5-(1-methoxyethyl)pyrimidine

Guidance literature:: Multi-step reaction with 9 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 / 0.08 h / 0 °C

3.2: 0.5 h / 0 - 20 °C

4.1: n-butyllithium / hexane; diethyl ether / 0.25 h / -78 °C

4.2: 0.5 h / -78 °C

5.1: Oxone / water; methanol / 1 h / 20 °C

6.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C

7.1: caesium carbonate / dimethyl sulfoxide / 20 °C / Inert atmosphere

8.1: tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

9.1: sodium hydride / acetonitrile; mineral oil / 2 h / 20 °C

With quinoline; hydrogenchloride; Oxone; n-butyllithium; hydrogen; diethylzinc; sodium hydride; caesium carbonate; Lindlar's catalyst; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; mineral oil;

Reference yield:

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

: 1416366-94-3
2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl) piperidin-1-yl)-5-(1-methoxyethyl)pyrimidine

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 0 °C

1.2: 0.5 h / 0 - 20 °C

2.1: n-butyllithium / hexane; diethyl ether / 0.25 h / -78 °C

2.2: 0.5 h / -78 °C

3.1: Oxone / water; methanol / 1 h / 20 °C

4.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C

5.1: caesium carbonate / dimethyl sulfoxide / 20 °C / Inert atmosphere

6.1: tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

7.1: sodium hydride / acetonitrile; mineral oil / 2 h / 20 °C

With hydrogenchloride; Oxone; n-butyllithium; sodium hydride; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; mineral oil;