3-[(R)-1-(4-bromo-phenyl)-1-cyclopropyl-ethyl]-5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazole

Base Information

Chemical Name:3-[(R)-1-(4-bromo-phenyl)-1-cyclopropyl-ethyl]-5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazole
CAS No.:1360552-35-7
Molecular Formula:C₁₆H₁₅BrN₄O
Molecular Weight:359.225
Hs Code.:

Synonyms:3-[(R)-1-(4-bromo-phenyl)-1-cyclopropyl-ethyl]-5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazole

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Chemical Property of 3-[(R)-1-(4-bromo-phenyl)-1-cyclopropyl-ethyl]-5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazole

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Technology Process of 3-[(R)-1-(4-bromo-phenyl)-1-cyclopropyl-ethyl]-5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazole

There total 5 articles about 3-[(R)-1-(4-bromo-phenyl)-1-cyclopropyl-ethyl]-5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazole 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: 90.0%

: 37718-11-9
1H-pyrazole-4-carboxylic acid

: 1360551-95-6
(R)-2-(4-bromophenyl)-2-cyclopropyl-N′-hydroxypropanimidamide

: 1360552-35-7
3-[(R)-1-(4-bromo-phenyl)-1-cyclopropyl-ethyl]-5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazole

Guidance literature:: 1H-pyrazole-4-carboxylic acid; With 1,1'-carbonyldiimidazole; In 1-methyl-pyrrolidin-2-one; at 50 ℃; for 0.5h; Inert atmosphere;

(R)-2-(4-bromophenyl)-2-cyclopropyl-N′-hydroxypropanimidamide; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jm501185j

Reference yield:

: (R)-3-(1-(4-bromophenyl)-1-cyclopropylethyl)-5-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-1,2,4-oxadiazole

: 1360552-35-7
3-[(R)-1-(4-bromo-phenyl)-1-cyclopropyl-ethyl]-5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazole

Guidance literature:: (R)-3-(1-(4-bromophenyl)-1-cyclopropylethyl)-5-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-1,2,4-oxadiazole; With methoxybenzene; trifluoroacetic acid; In dichloromethane; at 20 ℃;

With sulfuric acid; In dichloromethane; at 29 ℃; for 14h;
DOI:10.1002/jlcr.3319

Reference yield:

: C₁₁H₁₀BrN

: 1360552-35-7
3-[(R)-1-(4-bromo-phenyl)-1-cyclopropyl-ethyl]-5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

1.2: methyl halide / 16 h / Inert atmosphere; Heating

2.1: carbon dioxide / ethanol / 38 °C / 75007.5 Torr / Resolution of racemate

3.1: hydroxylamine / ethanol; water / 16 h / 80 °C / Inert atmosphere

4.1: 1,1'-carbonyldiimidazole / 1-methyl-pyrrolidin-2-one / 0.5 h / 50 °C / Inert atmosphere

4.2: 16 h / 100 °C / Inert atmosphere

With carbon dioxide; hydroxylamine; sodium hydride; 1,1'-carbonyldiimidazole; In 1-methyl-pyrrolidin-2-one; ethanol; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm501185j