(Z)-3-(4-amino-5-{1-[(1-propenyl)oxy]cyclopropyl}pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

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Chemical Name:(Z)-3-(4-amino-5-{1-[(1-propenyl)oxy]cyclopropyl}pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine
CAS No.:540134-27-8
Molecular Formula:C₂₃H₂₁FN₆O
Molecular Weight:416.458
Hs Code.:

Synonyms:(Z)-3-(4-amino-5-{1-[(1-propenyl)oxy]cyclopropyl}pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

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Chemical Property of (Z)-3-(4-amino-5-{1-[(1-propenyl)oxy]cyclopropyl}pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

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Technology Process of (Z)-3-(4-amino-5-{1-[(1-propenyl)oxy]cyclopropyl}pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

There total 6 articles about (Z)-3-(4-amino-5-{1-[(1-propenyl)oxy]cyclopropyl}pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine 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: 53.0%

: 540134-11-0
3-{5-[1-(allyloxy)cyclopropyl]-4-aminopyrimidin-2-yl}-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

: 540134-27-8
(Z)-3-(4-amino-5-{1-[(1-propenyl)oxy]cyclopropyl}pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: With potassium tert-butylate; In dimethyl sulfoxide; at 90 ℃; for 1.5h;
DOI:10.1002/ejoc.200390093

Reference yield:

: 74592-36-2
ethyl cyclopropenylideneacetate

: 540134-27-8
(Z)-3-(4-amino-5-{1-[(1-propenyl)oxy]cyclopropyl}pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 86 percent / NaH / kerosene / 0 °C

2.1: N,N'-carbonydiimidazole / tetrahydrofuran / 2.5 h / 25 °C

2.2: 74 percent / NH₄OAc / tetrahydrofuran / 16 h / 20 °C

3.1: 100 percent / trifluoroacetic anhydride / CH₂Cl₂; pyridine / 0 - 20 °C

4.1: potassium hydride / kerosene; tetrahydrofuran / 3 h / 0 - 20 °C

4.2: 92 percent / 18-crown-6 / tetrahydrofuran / 3 h / 20 - 40 °C

5.1: 46 percent / sodium ethoxide / ethanol / 20 h / Heating

6.1: 53 percent / potassium tert-butoxide / dimethylsulfoxide / 1.5 h / 90 °C

With potassium tert-butylate; sodium ethanolate; potassium hydride; sodium hydride; 1,1'-carbonyldiimidazole; trifluoroacetic anhydride; In tetrahydrofuran; pyridine; ethanol; dichloromethane; dimethyl sulfoxide; kerosene;
DOI:10.1002/ejoc.200390093

Reference yield:

: 540133-90-2
2-[1-(allyloxy)cyclopropyl]acetonitrile

: 540134-27-8
(Z)-3-(4-amino-5-{1-[(1-propenyl)oxy]cyclopropyl}pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydride / kerosene; tetrahydrofuran / 3 h / 0 - 20 °C

1.2: 92 percent / 18-crown-6 / tetrahydrofuran / 3 h / 20 - 40 °C

2.1: 46 percent / sodium ethoxide / ethanol / 20 h / Heating

3.1: 53 percent / potassium tert-butoxide / dimethylsulfoxide / 1.5 h / 90 °C

With potassium tert-butylate; sodium ethanolate; potassium hydride; In tetrahydrofuran; ethanol; dimethyl sulfoxide; kerosene;
DOI:10.1002/ejoc.200390093