ethyl 4-(3-[[3-chloro-1,2,4-thiadiazol-5-yl]amino]phenyl)-7-{(2-(trimethylsilyl)ethoxy)methyl}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

Base Information

Chemical Name:ethyl 4-(3-[[3-chloro-1,2,4-thiadiazol-5-yl]amino]phenyl)-7-{(2-(trimethylsilyl)ethoxy)methyl}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate
CAS No.:1443237-49-7
Molecular Formula:C₂₃H₂₇ClN₆O₃SSi
Molecular Weight:531.11
Hs Code.:

Synonyms:ethyl 4-(3-[[3-chloro-1,2,4-thiadiazol-5-yl]amino]phenyl)-7-{(2-(trimethylsilyl)ethoxy)methyl}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

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Chemical Property of ethyl 4-(3-[[3-chloro-1,2,4-thiadiazol-5-yl]amino]phenyl)-7-{(2-(trimethylsilyl)ethoxy)methyl}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

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Technology Process of ethyl 4-(3-[[3-chloro-1,2,4-thiadiazol-5-yl]amino]phenyl)-7-{(2-(trimethylsilyl)ethoxy)methyl}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

There total 5 articles about ethyl 4-(3-[[3-chloro-1,2,4-thiadiazol-5-yl]amino]phenyl)-7-{(2-(trimethylsilyl)ethoxy)methyl}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate 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:

: 1443237-53-3
ethyl 4-(3-aminophenyl)-(7-((2-trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

: 2254-88-8
3,5-dichloro-[1,2,4]thiadiazole

: 1443237-49-7
ethyl 4-(3-[[3-chloro-1,2,4-thiadiazol-5-yl]amino]phenyl)-7-{(2-(trimethylsilyl)ethoxy)methyl}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 100 ℃; for 1h; Inert atmosphere; Microwave irradiation; Sealed tube;

Reference yield:

: 22276-95-5
5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

: 1443237-49-7
ethyl 4-(3-[[3-chloro-1,2,4-thiadiazol-5-yl]amino]phenyl)-7-{(2-(trimethylsilyl)ethoxy)methyl}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 3.5 h / -78 °C / Inert atmosphere

1.2: 14.5 h / -78 - 30 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 95 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 100 °C / Inert atmosphere; Microwave irradiation; Sealed tube

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; hexane; water; N,N-dimethyl-formamide;

Reference yield:

: 144927-57-1
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid ethyl ester

: 1443237-49-7
ethyl 4-(3-[[3-chloro-1,2,4-thiadiazol-5-yl]amino]phenyl)-7-{(2-(trimethylsilyl)ethoxy)methyl}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 95 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 100 °C / Inert atmosphere; Microwave irradiation; Sealed tube

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;