2-(trans-4-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyloxy)ethanol

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Chemical Name:2-(trans-4-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyloxy)ethanol
CAS No.:1552301-28-6
Molecular Formula:C₁₅H₂₂N₄O₂
Molecular Weight:290.365
Hs Code.:

Synonyms:2-(trans-4-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyloxy)ethanol

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Chemical Property of 2-(trans-4-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyloxy)ethanol

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Technology Process of 2-(trans-4-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyloxy)ethanol

There total 7 articles about 2-(trans-4-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyloxy)ethanol 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: 58.0%

: 1552301-26-4
2-(trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyloxy)ethanol

: 1552301-28-6
2-(trans-4-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyloxy)ethanol

Guidance literature:: With hydroxylamine hydrochloride; In ethanol; water; Reflux;
DOI:10.1016/j.bmcl.2013.12.112

Reference yield:

: 5600-21-5
2-amino-6-methyl-4-chloropyrimidine

: 1552301-28-6
2-(trans-4-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyloxy)ethanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: N-iodo-succinimide / water / 20 °C

2.1: toluene-4-sulfonic acid / toluene / 6 h / Dean-Stark; Reflux

3.1: N-ethyl-N,N-diisopropylamine; 1-methyl-pyrrolidin-2-one / 24 h / 160 °C / Sealed tube

4.1: bis(triphenylphosphine)palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 70 °C / Inert atmosphere

5.1: potassium tert-butylate / tert-butyl alcohol / 24 h / 90 °C / Inert atmosphere

6.1: sodium hydride / mineral oil / 2.5 h / 0 °C

6.2: 0 °C

6.3: 3 h / 40 °C

7.1: hydroxylamine hydrochloride / water; ethanol / Reflux

With 1-methyl-pyrrolidin-2-one; N-iodo-succinimide; copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; hydroxylamine hydrochloride; potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; water; toluene; mineral oil; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2013.12.112

Reference yield:

: 897030-99-8
4-chloro-5-iodo-6-methyl-pyrimidin-2-ylamine

: 1552301-28-6
2-(trans-4-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclohexyloxy)ethanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid / toluene / 6 h / Dean-Stark; Reflux

2.1: N-ethyl-N,N-diisopropylamine; 1-methyl-pyrrolidin-2-one / 24 h / 160 °C / Sealed tube

3.1: bis(triphenylphosphine)palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 70 °C / Inert atmosphere

4.1: potassium tert-butylate / tert-butyl alcohol / 24 h / 90 °C / Inert atmosphere

5.1: sodium hydride / mineral oil / 2.5 h / 0 °C

5.2: 0 °C

5.3: 3 h / 40 °C

6.1: hydroxylamine hydrochloride / water; ethanol / Reflux

With 1-methyl-pyrrolidin-2-one; copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; hydroxylamine hydrochloride; potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; water; toluene; mineral oil; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2013.12.112