5-[1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-pent-2-ynenitrile

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Chemical Name:5-[1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-pent-2-ynenitrile
CAS No.:827575-46-2
Molecular Formula:C₁₇H₁₈N₂O₂S
Molecular Weight:314.408
Hs Code.:

Synonyms:5-[1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-pent-2-ynenitrile

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Chemical Property of 5-[1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-pent-2-ynenitrile

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Technology Process of 5-[1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-pent-2-ynenitrile

There total 4 articles about 5-[1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-pent-2-ynenitrile 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:

: 827575-53-1
6-methoxy-1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridine

: 827575-46-2
5-[1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-pent-2-ynenitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: Mg / tetrahydrofuran / 1.17 h

1.2: 83 percent / CuBr*DMS / tetrahydrofuran / 22 h / -15 - 20 °C

2.1: 96 percent / K₂CO₃ / methanol / 15 h / 20 °C

3.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

3.2: 64 percent / diethyl ether; hexane / -78 - 20 °C

With n-butyllithium; potassium carbonate; magnesium; In tetrahydrofuran; methanol; diethyl ether; hexane;
DOI:10.1021/ol047696b

Reference yield:

: 827575-52-0
3-bromo-2-methoxy-1-(toluene-4-sulfonyl)piperidine

: 827575-46-2
5-[1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-pent-2-ynenitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: 83 percent / DBU / dimethylformamide / 20 h / 90 °C

2.1: Mg / tetrahydrofuran / 1.17 h

2.2: 83 percent / CuBr*DMS / tetrahydrofuran / 22 h / -15 - 20 °C

3.1: 96 percent / K₂CO₃ / methanol / 15 h / 20 °C

4.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

4.2: 64 percent / diethyl ether; hexane / -78 - 20 °C

With n-butyllithium; potassium carbonate; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol047696b

Reference yield:

: 827575-28-0
1-(toluene-4-sulfonyl)-4-(4-trimethylsilyl-but-3-ynyl)-1,2,3,6-tetrahydropyridine

: 827575-46-2
5-[1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-pent-2-ynenitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / K₂CO₃ / methanol / 15 h / 20 °C

2.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

2.2: 64 percent / diethyl ether; hexane / -78 - 20 °C

With n-butyllithium; potassium carbonate; In methanol; diethyl ether; hexane;
DOI:10.1021/ol047696b