methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate

Base Information

Chemical Name:methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate
CAS No.:1011527-86-8
Molecular Formula:C₁₉H₁₇FN₈O₂
Molecular Weight:408.395
Hs Code.:

Synonyms:methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate

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Chemical Property of methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate

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Technology Process of methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate

There total 7 articles about methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate 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: 54.0%

: 1011527-85-7
2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidine-4,5,6-triamine

: 79-22-1
methyl chloroformate

: 1011527-86-8
methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate

Guidance literature:: With pyridine; at 0 - 20 ℃;

Reference yield:

: 1011527-91-5
1-(3,5-dichloropyridin-2-yl)-2-(2-fluorophenyl)ethanone

: 1011527-86-8
methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: hydrazine hydrate; pyridine / Reflux

2: hydrogen; palladium 10% on activated carbon; triethylamine / ethanol; tetrahydrofuran

3: sodium hydride / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

4: pyridine; hydrogen; palladium 10% on activated carbon

5: pyridine / Inert atmosphere

With pyridine; hydrazine hydrate; palladium 10% on activated carbon; hydrogen; sodium hydride; triethylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.7b00449

Reference yield:

: 70151-22-3
methyl 3,5-dichloropicolinic acid chloride

: 1011527-86-8
methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate

Guidance literature:: Multi-step reaction with 7 steps

1: lithium hexamethyldisilazane / Inert atmosphere

2: sodium chloride; dimethyl sulfoxide / water / 150 °C / Microwave irradiation

3: hydrazine hydrate; pyridine / Reflux

4: hydrogen; palladium 10% on activated carbon; triethylamine / ethanol; tetrahydrofuran

5: sodium hydride / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

6: pyridine; hydrogen; palladium 10% on activated carbon

7: pyridine / Inert atmosphere

With pyridine; hydrazine hydrate; palladium 10% on activated carbon; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; sodium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.7b00449