3-(5-(5-methyl-1,3,4-thiadiazol-2-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

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Chemical Name:3-(5-(5-methyl-1,3,4-thiadiazol-2-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline
CAS No.:1443237-92-0
Molecular Formula:C₂₁H₂₆N₆OSSi
Molecular Weight:438.629
Hs Code.:

Synonyms:3-(5-(5-methyl-1,3,4-thiadiazol-2-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

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Chemical Property of 3-(5-(5-methyl-1,3,4-thiadiazol-2-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

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Technology Process of 3-(5-(5-methyl-1,3,4-thiadiazol-2-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

There total 7 articles about 3-(5-(5-methyl-1,3,4-thiadiazol-2-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline 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:

: 1443237-91-9
2-methyl-5-(4-(3-nitrophenyl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-1,3,4-thiadiazole

: 1443237-92-0
3-(5-(5-methyl-1,3,4-thiadiazol-2-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

Guidance literature:: With hydrogen; In methanol; at 15 - 25 ℃; for 4h; Inert atmosphere;

Reference yield:

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

: 1443237-92-0
3-(5-(5-methyl-1,3,4-thiadiazol-2-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

Guidance literature:: Multi-step reaction with 6 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: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / N,N-dimethyl-formamide / 1.5 h / 115 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 25 °C / Inert atmosphere

3.2: 4 h / 15 - 25 °C / Inert atmosphere

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridine / 12 h / 15 - 25 °C

5.1: tetraphosphorus decasulfide / 1,2-dimethoxyethane / 1 h / 50 °C / Inert atmosphere

6.1: hydrogen; / methanol / 4 h / 15 - 25 °C / Inert atmosphere

With pyridine; n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetraphosphorus decasulfide; hydrogen; sodium hydride; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; N,N-dimethyl-formamide;

Reference yield:

: 1443237-43-1
ethyl 4-(3-nitrophenyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

: 1443237-92-0
3-(5-(5-methyl-1,3,4-thiadiazol-2-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)aniline

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 25 °C / Inert atmosphere

1.2: 4 h / 15 - 25 °C / Inert atmosphere

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridine / 12 h / 15 - 25 °C

3.1: tetraphosphorus decasulfide / 1,2-dimethoxyethane / 1 h / 50 °C / Inert atmosphere

4.1: hydrogen; / methanol / 4 h / 15 - 25 °C / Inert atmosphere

With pyridine; tetraphosphorus decasulfide; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane;