(S)-4-(4-fluoro-2-(1-(2-hydroxyethyl)piperidin-3-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxamide

Base Information

Chemical Name:(S)-4-(4-fluoro-2-(1-(2-hydroxyethyl)piperidin-3-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxamide
CAS No.:1332709-52-0
Molecular Formula:C₂₁H₂₄FN₅O₃S
Molecular Weight:445.518
Hs Code.:

Synonyms:(S)-4-(4-fluoro-2-(1-(2-hydroxyethyl)piperidin-3-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxamide

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Chemical Property of (S)-4-(4-fluoro-2-(1-(2-hydroxyethyl)piperidin-3-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxamide

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Technology Process of (S)-4-(4-fluoro-2-(1-(2-hydroxyethyl)piperidin-3-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxamide

There total 8 articles about (S)-4-(4-fluoro-2-(1-(2-hydroxyethyl)piperidin-3-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxamide 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

: 102191-92-4
tert-butyldimethylsiloxyacetaldehyde

: 1332709-52-0
(S)-4-(4-fluoro-2-(1-(2-hydroxyethyl)piperidin-3-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxamide

Guidance literature:: 4-[4-fluoro-2-((S)-piperidin-3-yloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid amide; tert-butyldimethylsiloxyacetaldehyde; With methanol; sodium cyanoborohydride; acetic acid; In dichloromethane; at 20 ℃;

at 20 ℃;

Reference yield:

: 1332712-74-9
(S)-3-[2-(6-carbamoyl-5-methyl-thieno[2,3-d]pyrimidin-4-ylamino)-5-fluoro-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

: 1332709-52-0
(S)-4-(4-fluoro-2-(1-(2-hydroxyethyl)piperidin-3-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: sodium cyanoborohydride; methanol / acetic acid / dichloromethane / 20 °C

2.2: 20 °C

With hydrogenchloride; methanol; sodium cyanoborohydride; acetic acid; In methanol; dichloromethane;

Reference yield:

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

: 1332709-52-0
(S)-4-(4-fluoro-2-(1-(2-hydroxyethyl)piperidin-3-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxamide

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: sodium cyanoborohydride; acetic acid / dichloromethane; methanol / 20 °C

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