4-[(2,4-dichloro-5-methoxyphenyl)amino]-2-iodothieno[3,2-b]pyridine-5-carbonitrile

Base Information

Chemical Name:4-[(2,4-dichloro-5-methoxyphenyl)amino]-2-iodothieno[3,2-b]pyridine-5-carbonitrile
CAS No.:700844-39-9
Molecular Formula:C₁₅H₈Cl₂IN₃OS
Molecular Weight:476.125
Hs Code.:

Synonyms:4-[(2,4-dichloro-5-methoxyphenyl)amino]-2-iodothieno[3,2-b]pyridine-5-carbonitrile

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Chemical Property of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-2-iodothieno[3,2-b]pyridine-5-carbonitrile

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Technology Process of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-2-iodothieno[3,2-b]pyridine-5-carbonitrile

There total 6 articles about 4-[(2,4-dichloro-5-methoxyphenyl)amino]-2-iodothieno[3,2-b]pyridine-5-carbonitrile 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:

: 98446-49-2
2,4-dichloro-5-methoxyaniline

: 700844-18-4
4-chloro-2-iodothieno[3,2-b]pyridine-5-carbonitrile

: 700844-39-9
4-[(2,4-dichloro-5-methoxyphenyl)amino]-2-iodothieno[3,2-b]pyridine-5-carbonitrile

Guidance literature:: 2,4-dichloro-5-methoxyaniline; With sodium hydride; In tetrahydrofuran; for 1h; Heating;

4-chloro-2-iodothieno[3,2-b]pyridine-5-carbonitrile; In tetrahydrofuran; for 5h; Heating;
DOI:10.1021/jm049237m

Reference yield:

: 63873-61-0
4-chloro-5-cyanothieno<2,3-b>pyridine

: 700844-39-9
4-[(2,4-dichloro-5-methoxyphenyl)amino]-2-iodothieno[3,2-b]pyridine-5-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / heptane; tetrahydrofuran; ethylbenzene / 0.58 h / -78 °C

1.2: 1.0 g / iodine / tetrahydrofuran; heptane; ethylbenzene / 4 h / -78 °C

2.1: NaH / tetrahydrofuran / 1 h / Heating

2.2: 0.28 g / tetrahydrofuran / 5 h / Heating

With sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene;
DOI:10.1021/jm049237m

Reference yield:

: 59713-58-5
ethyl 4-chlorothieno<2,3-b>pyridine-5-carboxylate

: 700844-39-9
4-[(2,4-dichloro-5-methoxyphenyl)amino]-2-iodothieno[3,2-b]pyridine-5-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: 480 mg / aq. NaOH / ethanol / 1.5 h / Heating

2.1: thionyl chloride / 2 h / Heating

3.1: 175 mg / aq. ammonia / acetone / 2 h / 0 °C

4.1: 84 mg / cyanuric chloride / dimethylformamide / 0.5 h / 20 °C

5.1: LDA / heptane; tetrahydrofuran; ethylbenzene / 0.58 h / -78 °C

5.2: 1.0 g / iodine / tetrahydrofuran; heptane; ethylbenzene / 4 h / -78 °C

6.1: NaH / tetrahydrofuran / 1 h / Heating

6.2: 0.28 g / tetrahydrofuran / 5 h / Heating

With ammonium hydroxide; sodium hydroxide; thionyl chloride; 1,3,5-trichloro-2,4,6-triazine; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; n-heptane; ethylbenzene; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm049237m