2-(4-{2-[1-(1H-Tetrazol-5-ylmethyl)-cyclopentyl]-ethyl}-phenoxymethyl)-quinoline

Base Information

Chemical Name:2-(4-{2-[1-(1H-Tetrazol-5-ylmethyl)-cyclopentyl]-ethyl}-phenoxymethyl)-quinoline
CAS No.:129649-45-2
Molecular Formula:C₂₅H₂₇N₅O
Molecular Weight:413.522
Hs Code.:

Synonyms:2-(4-{2-[1-(1H-Tetrazol-5-ylmethyl)-cyclopentyl]-ethyl}-phenoxymethyl)-quinoline

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Chemical Property of 2-(4-{2-[1-(1H-Tetrazol-5-ylmethyl)-cyclopentyl]-ethyl}-phenoxymethyl)-quinoline

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Technology Process of 2-(4-{2-[1-(1H-Tetrazol-5-ylmethyl)-cyclopentyl]-ethyl}-phenoxymethyl)-quinoline

There total 10 articles about 2-(4-{2-[1-(1H-Tetrazol-5-ylmethyl)-cyclopentyl]-ethyl}-phenoxymethyl)-quinoline 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: 39.0%

: 129650-11-9
5-<4-(quinolin-2-ylmethoxy)phenyl>-3,3-tetramethylenepentanenitrile

: 129649-45-2
2-(4-{2-[1-(1H-Tetrazol-5-ylmethyl)-cyclopentyl]-ethyl}-phenoxymethyl)-quinoline

Guidance literature:: With sodium azide; ammonium chloride; In N,N-dimethyl-formamide; at 115 - 120 ℃; for 192h;
DOI:10.1021/jm00172a024

Reference yield:

: 5662-95-3
3,3-tetramethylene glutaric anhydride

: 129649-45-2
2-(4-{2-[1-(1H-Tetrazol-5-ylmethyl)-cyclopentyl]-ethyl}-phenoxymethyl)-quinoline

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / AlCl₃ / nitrobenzene; various solvent(s) / 2 h

2: 96 percent / H₂ / 10percent Pd/C / acetic acid / 1.5 h / 2327.2 Torr

3: 72 percent / 47-59percent aq. HBr / acetic acid / 2.5 h / Heating

4: 90 percent / concd. H₂SO₄ / 2 h / Heating

5: 44 percent / K₂CO₃ / acetone; dimethylformamide / 72 h / Heating

6: 95 percent / 0.5 M NaOH / ethanol / 4 h / Heating

7: 1.) carbonyldiimidazole (CDI), 2.) concd. NH₄OH / 1.) CH₂Cl₂, 1 h, 2.) THF, 18 h

8: 79 percent / methanesulfonyl chloride, pyridine / 3.5 h / Ambient temperature

9: 39 percent / NaN₃, NH₄Cl / dimethylformamide / 192 h / 115 - 120 °C

With pyridine; ammonium hydroxide; sodium hydroxide; aluminium trichloride; sodium azide; sulfuric acid; hydrogen bromide; hydrogen; potassium carbonate; ammonium chloride; methanesulfonyl chloride; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In ethanol; acetic acid; nitrobenzene; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00172a024

Reference yield:

: 403481-48-1
5-(4-methoxyphenyl)-5-oxo-3,3-tetramethylenepentanoic acid

: 129649-45-2
2-(4-{2-[1-(1H-Tetrazol-5-ylmethyl)-cyclopentyl]-ethyl}-phenoxymethyl)-quinoline

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / H₂ / 10percent Pd/C / acetic acid / 1.5 h / 2327.2 Torr

2: 72 percent / 47-59percent aq. HBr / acetic acid / 2.5 h / Heating

3: 90 percent / concd. H₂SO₄ / 2 h / Heating

4: 44 percent / K₂CO₃ / acetone; dimethylformamide / 72 h / Heating

5: 95 percent / 0.5 M NaOH / ethanol / 4 h / Heating

6: 1.) carbonyldiimidazole (CDI), 2.) concd. NH₄OH / 1.) CH₂Cl₂, 1 h, 2.) THF, 18 h

7: 79 percent / methanesulfonyl chloride, pyridine / 3.5 h / Ambient temperature

8: 39 percent / NaN₃, NH₄Cl / dimethylformamide / 192 h / 115 - 120 °C

With pyridine; ammonium hydroxide; sodium hydroxide; sodium azide; sulfuric acid; hydrogen bromide; hydrogen; potassium carbonate; ammonium chloride; methanesulfonyl chloride; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In ethanol; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00172a024