[4-(3-{2-[(thiophen-3-ylmethyl)-amino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester

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Chemical Name:[4-(3-{2-[(thiophen-3-ylmethyl)-amino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester
CAS No.:1386399-39-8
Molecular Formula:C₂₅H₃₁N₉O₂S
Molecular Weight:521.646
Hs Code.:

Synonyms:[4-(3-{2-[(thiophen-3-ylmethyl)-amino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester

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Chemical Property of [4-(3-{2-[(thiophen-3-ylmethyl)-amino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester

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Technology Process of [4-(3-{2-[(thiophen-3-ylmethyl)-amino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester

There total 6 articles about [4-(3-{2-[(thiophen-3-ylmethyl)-amino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester 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: 10.9%

: 1386401-70-2
{4-[3-(2-methanesulfinyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester

: 27757-86-4
(3-thienylmethyl)amine

: 1386399-39-8
[4-(3-{2-[(thiophen-3-ylmethyl)-amino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester

Guidance literature:: With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos; In 1,4-dioxane; at 102 ℃; for 12h; Inert atmosphere; Sealed tube;

Reference yield:

: 1074-68-6
4-formyl-2-(methylthio)pyrimidine

: 1386399-39-8
[4-(3-{2-[(thiophen-3-ylmethyl)-amino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -30 °C

1.2: 1 h / -30 - 0 °C

1.3: 0 °C

2.1: manganese(IV) oxide / methanol; dichloromethane / 16 h / Reflux

3.1: hydrazine hydrate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / 50 °C

4.1: triethylamine / isopropyl alcohol / 15 h / Reflux

5.1: 3-chloro-benzenecarboperoxoic acid / methanol; dichloromethane / 0.42 h / 20 °C

6.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos / 1,4-dioxane / 12 h / 102 °C / Inert atmosphere; Sealed tube

With manganese(IV) oxide; isopropylmagnesium chloride; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; isopropyl alcohol;

Reference yield:

: 1386398-83-9
6-chloro-3-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidine

: 1386399-39-8
[4-(3-{2-[(thiophen-3-ylmethyl)-amino]-pyrimidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / isopropyl alcohol / 15 h / Reflux

2: 3-chloro-benzenecarboperoxoic acid / methanol; dichloromethane / 0.42 h / 20 °C

3: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos / 1,4-dioxane / 12 h / 102 °C / Inert atmosphere; Sealed tube

With triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos; In 1,4-dioxane; methanol; dichloromethane; isopropyl alcohol;