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

Base Information

Chemical Name:2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl)piperidin-1-yl)pyrimidine-5-carbaldehyde
CAS No.:1416365-05-3
Molecular Formula:C₂₂H₂₆FN₃O₄S
Molecular Weight:447.531
Hs Code.:

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

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

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

There total 9 articles about 2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl)piperidin-1-yl)pyrimidine-5-carbaldehyde 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: 67.6%

: 4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl)piperidine hydrochloride

: 1416365-05-3
2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl)piperidin-1-yl)pyrimidine-5-carbaldehyde

Guidance literature:: With caesium carbonate; In dimethyl sulfoxide; at 20 ℃; Inert atmosphere;

Reference yield:

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

: 1416365-05-3
2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl)piperidin-1-yl)pyrimidine-5-carbaldehyde

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 / 0.08 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

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

Reference yield:

: 933702-55-7
2‐chloropyrimidine-5-carbaldehyde

: 4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl)piperidine hydrochloride

: 1416365-05-3
2-(4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl)piperidin-1-yl)pyrimidine-5-carbaldehyde

Guidance literature:: 4-((1R,2R)-2-(((2-fluoro-4-(methylsulfonyl)benzyl)oxy)methyl)cyclopropyl)piperidine hydrochloride; With caesium carbonate; In dimethyl sulfoxide; at 20 ℃; for 0.0833333h; Inert atmosphere;

2‐chloropyrimidine-5-carbaldehyde; In dimethyl sulfoxide; at 20 ℃; Inert atmosphere;
DOI:10.1021/acsmedchemlett.5b00207