3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionitrile

Base Information

Chemical Name:3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionitrile
CAS No.:184221-09-8
Molecular Formula:C₂₃H₂₂N₂O₃
Molecular Weight:374.439
Hs Code.:

Synonyms:3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionitrile

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Chemical Property of 3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionitrile

Chemical Property:

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Technology Process of 3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionitrile

There total 12 articles about 3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionitrile 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: 74.0%

: 2408-36-8
lithium cyanide

: 184221-99-6
4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-2-vinyl-pyridine

: 184221-09-8
3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionitrile

Guidance literature:: With acetic acid; In N,N-dimethyl-formamide; at 140 ℃; for 12h;
DOI:10.1021/ja962757p

Reference yield:

: 64304-83-2
trans-1-(4-methoxyphenyl)-2-methoxyethene

: 184221-09-8
3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionitrile

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / Yb(fod)3 / 1,2-dichloro-ethane / 7 h / Heating

2: 99 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 0.17 h / -78 °C

3: 85 percent / pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 59 percent / NH₂OH*HCl / acetonitrile / 1.5 h / Heating

5: 94 percent / 1percent aq. NaOH / methanol / 1.5 h / Ambient temperature

6: 91 percent / SOCl₂, pyridine / benzene / 0.33 h / Heating

7: 77 percent / t-BuOK / tetrahydrofuran / 0.17 h / Heating

8: 74 percent / AcOH / dimethylformamide / 12 h / 140 °C

With pyridine; sodium hydroxide; thionyl chloride; tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; hydroxylamine hydrochloride; potassium tert-butylate; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ja962757p

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 184221-09-8
3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionitrile

Guidance literature:: Multi-step reaction with 9 steps

1: 71 percent / tetrahydrofuran / 12 h / Heating

2: 99 percent / Yb(fod)3 / 1,2-dichloro-ethane / 7 h / Heating

3: 99 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 0.17 h / -78 °C

4: 85 percent / pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 59 percent / NH₂OH*HCl / acetonitrile / 1.5 h / Heating

6: 94 percent / 1percent aq. NaOH / methanol / 1.5 h / Ambient temperature

7: 91 percent / SOCl₂, pyridine / benzene / 0.33 h / Heating

8: 77 percent / t-BuOK / tetrahydrofuran / 0.17 h / Heating

9: 74 percent / AcOH / dimethylformamide / 12 h / 140 °C

With pyridine; sodium hydroxide; thionyl chloride; tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; hydroxylamine hydrochloride; potassium tert-butylate; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ja962757p