N-methyl-4-[(5-methyl-3-{3-[4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]aniline

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Chemical Name:N-methyl-4-[(5-methyl-3-{3-[4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]aniline
CAS No.:1574556-36-7
Molecular Formula:C₂₄H₂₄F₃N₅O
Molecular Weight:455.483
Hs Code.:

Synonyms:N-methyl-4-[(5-methyl-3-{3-[4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]aniline

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Chemical Property of N-methyl-4-[(5-methyl-3-{3-[4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]aniline

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Technology Process of N-methyl-4-[(5-methyl-3-{3-[4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]aniline

There total 11 articles about N-methyl-4-[(5-methyl-3-{3-[4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]aniline 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: 56.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1574556-41-4
4-[(5-methyl-3-{3-[4-(1,1,1-trifluoro-2-methylpropan-2-yl)-phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]aniline

: 1574556-36-7
N-methyl-4-[(5-methyl-3-{3-[4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]aniline

Guidance literature:: With sodium tetrahydroborate; sodium methylate; In methanol; at 20 ℃; for 5h; Reflux;
DOI:10.1002/cmdc.201300357

Reference yield:

: 619-73-8
4-nitrobenzyl chloride

: 1574556-36-7
N-methyl-4-[(5-methyl-3-{3-[4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]aniline

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / tetrahydrofuran / 0.5 h / 15 °C / Cooling with ice

2.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C

2.2: 16 h / 20 °C

3.1: indium; ammonium chloride / ethanol; water / 12 h / Reflux

4.1: sodium methylate; sodium tetrahydroborate / methanol / 5 h / 20 °C / Reflux

With indium; sodium tetrahydroborate; potassium tert-butylate; sodium methylate; ammonium chloride; triethylamine; In tetrahydrofuran; methanol; ethanol; water;
DOI:10.1002/cmdc.201300357

Reference yield:

: 122243-28-1
2‐(4‐bromophenyl)‐1,1,1‐trifluoropropan‐2‐ol

: 1574556-36-7
N-methyl-4-[(5-methyl-3-{3-[4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]aniline

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 20 - 40 °C / Inert atmosphere

1.2: 1 h / 40 °C / Inert atmosphere

2.1: dichloromethane; n-heptane / 1.5 h / 0 - 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

4.1: triethylamine; hydroxylamine hydrochloride / ethanol / 1 h / Reflux

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 7 h / 20 - 140 °C

6.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C

6.2: 16 h / 20 °C

7.1: indium; ammonium chloride / ethanol; water / 12 h / Reflux

8.1: sodium methylate; sodium tetrahydroborate / methanol / 5 h / 20 °C / Reflux

With indium; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium tert-butylate; sodium methylate; sodium hydride; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; ethanol; n-heptane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/cmdc.201300357