thiophene-2-carboxylic acid {3-[5-cyclopropyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide

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Chemical Name:thiophene-2-carboxylic acid {3-[5-cyclopropyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide
CAS No.:1190377-57-1
Molecular Formula:C₂₁H₂₂FN₅OS
Molecular Weight:411.503
Hs Code.:

Synonyms:thiophene-2-carboxylic acid {3-[5-cyclopropyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide

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Chemical Property of thiophene-2-carboxylic acid {3-[5-cyclopropyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide

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Technology Process of thiophene-2-carboxylic acid {3-[5-cyclopropyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide

There total 9 articles about thiophene-2-carboxylic acid {3-[5-cyclopropyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide 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: 15.0%

: 372-19-0
meta-fluoroaniline

: 1190379-92-0
thiophene-2-carboxylic acid [3-(2-chloro-5-cyclopropyl-pyrimidin-4-ylamino)-propyl]-amide

: 1190377-57-1
thiophene-2-carboxylic acid {3-[5-cyclopropyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide

Guidance literature:: meta-fluoroaniline; thiophene-2-carboxylic acid [3-(2-chloro-5-cyclopropyl-pyrimidin-4-ylamino)-propyl]-amide; With hydrogenchloride; N-ethyl-N,N-diisopropylamine; HATU; In 1,4-dioxane; water; acetonitrile; at 20 - 50 ℃;

With sodium hydrogencarbonate; In 1,4-dioxane; water; acetonitrile; pH=8;

Reference yield:

: 1190379-87-3
[3-(2-chloro-5-cyclopropyl-pyrimidin-4-ylamino)-propyl]-carbamic acid tert-butyl ester

: 1190377-57-1
thiophene-2-carboxylic acid {3-[5-cyclopropyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / 1,4-dioxane; water; acetonitrile / 50 °C

2: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2012.09.063

Reference yield:

: 59698-21-4
5-cyclopropyl-2-thio-2,3-dihydropyrimidine-2,4(1H,3H)-dione

: 1190377-57-1
thiophene-2-carboxylic acid {3-[5-cyclopropyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide

Guidance literature:: Multi-step reaction with 4 steps

1: trichlorophosphate; N-ethyl-N,N-diisopropylamine / 90 °C

2: N-ethyl-N,N-diisopropylamine / isopropyl alcohol

3: hydrogenchloride / 1,4-dioxane; water; acetonitrile / 50 °C

4: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; trichlorophosphate; In 1,4-dioxane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1016/j.bmcl.2012.09.063