3-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-oxadiazol-5(4H)-one

Base Information

Chemical Name:3-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-oxadiazol-5(4H)-one
CAS No.:956011-27-1
Molecular Formula:C₁₅H₁₀FN₅O₂
Molecular Weight:311.275
Hs Code.:

Synonyms:3-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-oxadiazol-5(4H)-one

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Chemical Property of 3-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-oxadiazol-5(4H)-one

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Technology Process of 3-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-oxadiazol-5(4H)-one

There total 5 articles about 3-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-oxadiazol-5(4H)-one 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: 48.0%

: 24468-13-1
2-Ethylhexyl chloroformate

: 956010-86-9
1-(2-fluorobenzyl)-N'-hydroxy-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide

: 956011-27-1
3-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-oxadiazol-5(4H)-one

Guidance literature:: 2-Ethylhexyl chloroformate; 1-(2-fluorobenzyl)-N'-hydroxy-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide; With pyridine; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

In 5,5-dimethyl-1,3-cyclohexadiene; for 32h; Reflux;
DOI:10.1016/j.bmcl.2013.01.028

Reference yield:

: 956010-87-0
3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine

: 956011-27-1
3-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-oxadiazol-5(4H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: ammonia / water / 0.2 h / 140 °C

2.1: caesium carbonate / N,N-dimethyl-formamide / 16 h

3.1: hydroxylamine hydrochloride; triethylamine / dimethyl sulfoxide / 16 h / 75 °C

4.1: pyridine / N,N-dimethyl-formamide / 0.5 h / 0 °C

4.2: 32 h / Reflux

With pyridine; hydroxylamine hydrochloride; ammonia; caesium carbonate; triethylamine; In water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.01.028

Reference yield:

: 372-48-5
2-fluoropyridine

: 956011-27-1
3-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-oxadiazol-5(4H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 4 h / -75 °C

2.1: hydrazine hydrate / 6 h / 70 °C

3.1: ammonia / water / 0.2 h / 140 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 16 h

5.1: hydroxylamine hydrochloride; triethylamine / dimethyl sulfoxide / 16 h / 75 °C

6.1: pyridine / N,N-dimethyl-formamide / 0.5 h / 0 °C

6.2: 32 h / Reflux

With pyridine; hydroxylamine hydrochloride; ammonia; caesium carbonate; hydrazine hydrate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.01.028