5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxamide

Base Information

Chemical Name:5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxamide
CAS No.:1403679-80-0
Molecular Formula:C₁₇H₁₆ClN₅O
Molecular Weight:341.8
Hs Code.:

Synonyms:5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxamide

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Chemical Property of 5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxamide

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Technology Process of 5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxamide

There total 7 articles about 5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxamide 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: 63.0%

: 5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxylic acid

: 1403679-80-0
5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxamide

Guidance literature:: With HOBT*NH₃; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1016/j.bmc.2014.06.025

Reference yield:

: ethyl 5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxylate

: 1403679-80-0
5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydroxide / ethanol / 3 h / Reflux

2: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; HOBT*NH₃ / tetrahydrofuran; N,N-dimethyl-formamide / 3 h / 20 °C

With HOBT*NH₃; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.06.025

Reference yield:

: 951784-50-2
ethyl 4-(2-aminopyrimidin-4-yl)-2-cyano-4-oxobutanoate

: 1403679-80-0
5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrrole-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: acetic acid; hydrogen bromide / dichloromethane / 0 - 20 °C

2: lithium chloride; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride / ethanol; toluene; water / 5 h / 100 °C / Inert atmosphere

3: caesium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

4: sodium hydroxide / ethanol / 3 h / Reflux

5: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; HOBT*NH₃ / tetrahydrofuran; N,N-dimethyl-formamide / 3 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; HOBT*NH₃; hydrogen bromide; sodium carbonate; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium chloride; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 2: |Suzuki Coupling;
DOI:10.1016/j.bmc.2014.06.025