2'-amino-6'-(2-benzyloxy-phenyl)-1-methyl-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile

Base Information

Chemical Name:2'-amino-6'-(2-benzyloxy-phenyl)-1-methyl-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile
CAS No.:744216-06-6
Molecular Formula:C₂₅H₂₆N₄O
Molecular Weight:398.508
Hs Code.:

Synonyms:2'-amino-6'-(2-benzyloxy-phenyl)-1-methyl-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile

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Chemical Property of 2'-amino-6'-(2-benzyloxy-phenyl)-1-methyl-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile

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Technology Process of 2'-amino-6'-(2-benzyloxy-phenyl)-1-methyl-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile

There total 5 articles about 2'-amino-6'-(2-benzyloxy-phenyl)-1-methyl-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile 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%

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

: 744216-05-5
2'-amino-6'-(2-benzyloxy-phenyl)-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile

: 744216-06-6
2'-amino-6'-(2-benzyloxy-phenyl)-1-methyl-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile

Guidance literature:: With sodium cyanoborohydride; In methanol; water; at 20 ℃; for 2h;
DOI:10.1016/j.bmcl.2004.05.040

Reference yield:

: 71381-75-4,88495-54-9,84358-12-3
N-(tert-butyloxycarbonyl)nipecotic acid

: 744216-06-6
2'-amino-6'-(2-benzyloxy-phenyl)-1-methyl-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / PyBOP; Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: LiAlH₄ / tetrahydrofuran / 0.5 h / -15 °C

3: 34 percent / NH₄OAc / toluene / 2 h / 150 °C

4: 100 percent / aq. HCl / dioxane / 5 h / 20 °C

5: 74 percent / NaBH₃CN / H₂O; methanol / 2 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; ammonium acetate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium cyanoborohydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene;
DOI:10.1016/j.bmcl.2004.05.040

Reference yield:

: 118156-93-7
3-formylpiperidine-1-carboxylic acid tert-butyl ester

: 744216-06-6
2'-amino-6'-(2-benzyloxy-phenyl)-1-methyl-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 34 percent / NH₄OAc / toluene / 2 h / 150 °C

2: 100 percent / aq. HCl / dioxane / 5 h / 20 °C

3: 74 percent / NaBH₃CN / H₂O; methanol / 2 h / 20 °C

With hydrogenchloride; ammonium acetate; sodium cyanoborohydride; In 1,4-dioxane; methanol; water; toluene;
DOI:10.1016/j.bmcl.2004.05.040