2-{2,5-difluoro-4-[2-((1S, 2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl)ethoxy]phenyl}-N,N-dimethylacetamide

Base Information

Chemical Name:2-{2,5-difluoro-4-[2-((1S, 2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl)ethoxy]phenyl}-N,N-dimethylacetamide
CAS No.:1437778-37-4
Molecular Formula:C₂₆H₃₄F₂N₄O₃
Molecular Weight:488.578
Hs Code.:

Synonyms:2-{2,5-difluoro-4-[2-((1S, 2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl)ethoxy]phenyl}-N,N-dimethylacetamide

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Chemical Property of 2-{2,5-difluoro-4-[2-((1S, 2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl)ethoxy]phenyl}-N,N-dimethylacetamide

Chemical Property:

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Technology Process of 2-{2,5-difluoro-4-[2-((1S, 2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl)ethoxy]phenyl}-N,N-dimethylacetamide

There total 17 articles about 2-{2,5-difluoro-4-[2-((1S, 2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl)ethoxy]phenyl}-N,N-dimethylacetamide 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:

: 1402555-19-4
2-(2,5-difluoro-4-{2-[(1S,2R)-2-piperidin-4-ylcyclopropyl]ethoxy}phenyl)-N,N-dimethylacetamide

: 1416366-34-1
2-chloro-5-(methoxymethyl)pyrimidine

: 1437778-37-4
2-{2,5-difluoro-4-[2-((1S, 2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl)ethoxy]phenyl}-N,N-dimethylacetamide

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

Reference yield:

: cis-tert-butyl 4-[2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate

: 1437778-37-4
2-{2,5-difluoro-4-[2-((1S, 2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl)ethoxy]phenyl}-N,N-dimethylacetamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogenchloride / 2 h / 20 °C

2.1: triethylamine / ethyl acetate / 4 h / Reflux

3.1: dipotassium hydrogenphosphate; sodium carbonate / water; dimethyl sulfoxide; methanol / 7 h / 21 - 25 °C / pH 7 - 8 / Enzymatic reaction

3.2: 0.5 h / 40 °C / pH Ca_. 14

4.1: di-tert-butyl-diazodicarboxylate / dichloromethane / 4 h / 20 °C

5.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tetrahydrofuran; diethyl ether / 65 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 3.5 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran; N,N-dimethyl-formamide / 20 °C

8.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

9.1: triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dipotassium hydrogenphosphate; di-tert-butyl-diazodicarboxylate; palladium 10% on activated carbon; hydrogen; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; XPhos; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 287192-97-6
4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester

: 1437778-37-4
2-{2,5-difluoro-4-[2-((1S, 2R)-2-{1-[5-(methoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl)ethoxy]phenyl}-N,N-dimethylacetamide

Guidance literature:: Multi-step reaction with 13 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C

1.2: 1 h / -78 °C

2.1: quinoline; hydrogen / ethyl acetate / 0.67 h

3.1: C₁₂H₂₃BN₂O₄; diethylzinc / dichloromethane; diethyl ether / 24 h / -20 - 0 °C / Inert atmosphere

4.1: 10 wt% Pd(OH)2 on carbon; hydrogen / ethyl acetate; ethanol / 0.5 h / 3345.86 Torr

4.2: 0.5 h / 0 °C

5.1: hydrogenchloride / 2 h / 20 °C

6.1: triethylamine / ethyl acetate / 4 h / Reflux

7.1: dipotassium hydrogenphosphate; sodium carbonate / water; dimethyl sulfoxide; methanol / 7 h / 21 - 25 °C / pH 7 - 8 / Enzymatic reaction

7.2: 0.5 h / 40 °C / pH Ca_. 14

8.1: di-tert-butyl-diazodicarboxylate / dichloromethane / 4 h / 20 °C

9.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tetrahydrofuran; diethyl ether / 65 °C / Inert atmosphere

10.1: trifluoroacetic acid / dichloromethane / 3.5 h / 20 °C

11.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran; N,N-dimethyl-formamide / 20 °C

12.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

13.1: triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C

With quinoline; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dipotassium hydrogenphosphate; n-butyllithium; di-tert-butyl-diazodicarboxylate; palladium 10% on activated carbon; 10 wt% Pd(OH)2 on carbon; C₁₂H₂₃BN₂O₄; hydrogen; diethylzinc; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; XPhos; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;