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

Base Information

Chemical Name:4-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-butyronitrile
CAS No.:184221-14-5
Molecular Formula:C₂₄H₂₄N₂O₃
Molecular Weight:388.466
Hs Code.:

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

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

Chemical Property:

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

There total 12 articles about 4-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-butyronitrile 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: 88.0%

: 75-05-8,26809-02-9
acetonitrile

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

: 184221-14-5
4-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-butyronitrile

Guidance literature:: With potassium tert-butylate; In dimethyl sulfoxide; for 0.0833333h;
DOI:10.1021/ja962757p

Reference yield:

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

: 184221-14-5
4-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-butyronitrile

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: 88 percent / t-BuOK / dimethylsulfoxide / 0.08 h

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; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene; acetonitrile; benzene;
DOI:10.1021/ja962757p

Reference yield:

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 184221-14-5
4-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-butyronitrile

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) t-BuOK / 1.) DME, 0 deg C, 30 min, 2.) DME, reflux

2: 76 percent / aq. CF₃COOH / CHCl₃ / 2 h / 0 °C

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

4: 99 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 0.17 h / -78 °C

5: 85 percent / pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 59 percent / NH₂OH*HCl / acetonitrile / 1.5 h / Heating

7: 94 percent / 1percent aq. NaOH / methanol / 1.5 h / Ambient temperature

8: 91 percent / SOCl₂, pyridine / benzene / 0.33 h / Heating

9: 77 percent / t-BuOK / tetrahydrofuran / 0.17 h / Heating

10: 88 percent / t-BuOK / dimethylsulfoxide / 0.08 h

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; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; chloroform; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene; acetonitrile; benzene;
DOI:10.1021/ja962757p