5-(2-amino-6-chloro-pyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester

Base Information

Chemical Name:5-(2-amino-6-chloro-pyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester
CAS No.:1052647-13-8
Molecular Formula:C₁₇H₂₀ClN₃O₂
Molecular Weight:333.818
Hs Code.:

Synonyms:5-(2-amino-6-chloro-pyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester

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Chemical Property of 5-(2-amino-6-chloro-pyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester

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Technology Process of 5-(2-amino-6-chloro-pyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester

There total 4 articles about 5-(2-amino-6-chloro-pyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester 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: 67.0%

: 56-05-3
2-Amino-4,6-dichloropyrimidine

: 1052647-16-1
2,4-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid tert-butyl ester

: 1052647-13-8
5-(2-amino-6-chloro-pyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester

Guidance literature:: 2-Amino-4,6-dichloropyrimidine; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; In 1,4-dioxane; water; at 80 ℃; for 0.166667h;

2,4-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid tert-butyl ester; In 1,4-dioxane; water; at 80 ℃; for 19h;
DOI:10.1016/j.bmcl.2011.11.100

Reference yield:

: 1052647-14-9
5-iodo-2,4-dimethylbenzoic acid tert-butyl ester

: 1052647-13-8
5-(2-amino-6-chloro-pyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 18 h / 80 °C

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / 1,4-dioxane; water / 0.17 h / 80 °C

2.2: 19 h / 80 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydrogencarbonate; In 1,4-dioxane; water; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2011.11.100

Reference yield:

: 611-01-8
2,4-dimethyl-benzoic acid

: 1052647-13-8
5-(2-amino-6-chloro-pyrimidin-4-yl)-2,4-dimethylbenzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium periodate; sulfuric acid; iodine; acetic anhydride / acetic acid / 6 h / 105 °C

2.1: toluene / 2 h / 80 °C

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 18 h / 80 °C

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / 1,4-dioxane; water / 0.17 h / 80 °C

4.2: 19 h / 80 °C

With sodium periodate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; iodine; potassium acetate; acetic anhydride; sodium hydrogencarbonate; In 1,4-dioxane; water; acetic acid; dimethyl sulfoxide; toluene;
DOI:10.1016/j.bmcl.2011.11.100