4-{4-Fluoro-2-[(S)-1-(2-methoxy-ethyl)-piperidin-3-yloxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide

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Chemical Name:4-{4-Fluoro-2-[(S)-1-(2-methoxy-ethyl)-piperidin-3-yloxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide
CAS No.:1332709-47-3
Molecular Formula:C₂₂H₂₆FN₅O₃S
Molecular Weight:459.545
Hs Code.:

Synonyms:4-{4-Fluoro-2-[(S)-1-(2-methoxy-ethyl)-piperidin-3-yloxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide

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Chemical Property of 4-{4-Fluoro-2-[(S)-1-(2-methoxy-ethyl)-piperidin-3-yloxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide

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Technology Process of 4-{4-Fluoro-2-[(S)-1-(2-methoxy-ethyl)-piperidin-3-yloxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide

There total 7 articles about 4-{4-Fluoro-2-[(S)-1-(2-methoxy-ethyl)-piperidin-3-yloxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide 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:

: 1332712-75-0
4-[4-fluoro-2-((S)-piperidin-3-yloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide

: 6482-24-2
2-Bromoethyl methyl ether

: 1332709-47-3
4-{4-Fluoro-2-[(S)-1-(2-methoxy-ethyl)-piperidin-3-yloxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 446-35-5
2,4-Difluoronitrobenzene

: 1332709-47-3
4-{4-Fluoro-2-[(S)-1-(2-methoxy-ethyl)-piperidin-3-yloxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: hydrogen / palladium on activated charcoal / methanol / 20 °C / 2585.81 Torr

3.1: toluene-4-sulfonic acid / 1,4-dioxane / 1.5 h / 70 °C

4.1: water; lithium hydroxide / tetrahydrofuran / 20 °C

4.2: pH ~ 6 / Cooling with ice

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 0 °C

5.2: 0 - 20 °C

6.1: hydrogenchloride / methanol / 3.5 h / 20 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With hydrogenchloride; water; hydrogen; potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;

Reference yield:

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: 1332709-47-3
4-{4-Fluoro-2-[(S)-1-(2-methoxy-ethyl)-piperidin-3-yloxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: hydrogen / palladium on activated charcoal / methanol / 20 °C / 2585.81 Torr

3.1: toluene-4-sulfonic acid / 1,4-dioxane / 1.5 h / 70 °C

4.1: water; lithium hydroxide / tetrahydrofuran / 20 °C

4.2: pH ~ 6 / Cooling with ice

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 0 °C

5.2: 0 - 20 °C

6.1: hydrogenchloride / methanol / 3.5 h / 20 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With hydrogenchloride; water; hydrogen; potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;