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

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Chemical Name:ethyl 4-(3-[(3-chloro-1,2,4-thiadiazol-5-yl)amino]phenyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate
CAS No.:1443236-74-5
Molecular Formula:C₁₇H₁₃ClN₆O₂S
Molecular Weight:400.848
Hs Code.:

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

There total 6 articles about ethyl 4-(3-[(3-chloro-1,2,4-thiadiazol-5-yl)amino]phenyl)-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:

: 1443237-49-7
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

: 1443236-74-5
ethyl 4-(3-[(3-chloro-1,2,4-thiadiazol-5-yl)amino]phenyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

Guidance literature:: 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; With trifluoroacetic acid; for 1h; Inert atmosphere;

With potassium carbonate; In ethyl acetate; for 1h; Inert atmosphere;

Reference yield:

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

: 1443236-74-5
ethyl 4-(3-[(3-chloro-1,2,4-thiadiazol-5-yl)amino]phenyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

Guidance literature:: Multi-step reaction with 5 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

5.1: trifluoroacetic acid / 1 h / Inert atmosphere

5.2: 1 h / Inert atmosphere

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

Reference yield:

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

: 1443236-74-5
ethyl 4-(3-[(3-chloro-1,2,4-thiadiazol-5-yl)amino]phenyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: trifluoroacetic acid / 1 h / Inert atmosphere

2.2: 1 h / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran;