(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methoxypyridin-2-yl)-2-phenylcyclopropanecarboxamide

Base Information

Chemical Name:(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methoxypyridin-2-yl)-2-phenylcyclopropanecarboxamide
CAS No.:1369763-77-8
Molecular Formula:C₂₃H₂₃FN₄O₃
Molecular Weight:422.459
Hs Code.:

Synonyms:(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methoxypyridin-2-yl)-2-phenylcyclopropanecarboxamide

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Chemical Property of (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methoxypyridin-2-yl)-2-phenylcyclopropanecarboxamide

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Technology Process of (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methoxypyridin-2-yl)-2-phenylcyclopropanecarboxamide

There total 12 articles about (1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methoxypyridin-2-yl)-2-phenylcyclopropanecarboxamide 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:

: 1211515-16-0
2-chloro-5-fluoro-4-methoxypyridine

: 1369768-75-1
(1R,2S)-2-({[(2,4-dimethylpyrimidin-5-yl)oxy]methyl})-2-phenylcyclopropanecarboxamide

: 1369763-77-8
(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methoxypyridin-2-yl)-2-phenylcyclopropanecarboxamide

Guidance literature:: With potassium triphosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 95 ℃; for 26h;

Reference yield:

: 1369767-18-9
(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-2-phenylcyclopropanecarboxylic acid

: 1369763-77-8
(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methoxypyridin-2-yl)-2-phenylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; ammonium chloride / N,N-dimethyl-formamide / 168 h / 10 - 35 °C

2: potassium triphosphate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 26 h / 95 °C

With potassium triphosphate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

: [(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-2-phenyl]cyclopropanecarbaldehyde

: 1369763-77-8
(1R,2S)-2-{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}-N-(5-fluoro-4-methoxypyridin-2-yl)-2-phenylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; acetone / 2 h / 20 °C

2: oxalyl dichloride / 2 h

3: ammonia / tetrahydrofuran; water / 0.5 h / 0 °C

4: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium triphosphate / 1,4-dioxane / 15 h / 95 °C

With sodium chlorite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; potassium triphosphate; ammonia; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; water; acetone;
DOI:10.1021/acs.jmedchem.5b00217