{[(1S,2R)2-(5-methoxy-1H-indol-3-yl)-1-methyl-2-phenylethyl]methylamino}acetonitrile

Base Information

• Chemical Name: {[(1S,2R)2-(5-methoxy-1H-indol-3-yl)-1-methyl-2-phenylethyl]methylamino}acetonitrile
• CAS No.: 1613740-59-2
• Molecular Formula: C₂₁H₂₃N₃O
• Molecular Weight: 333.433

Synonyms:{[(1S,2R)2-(5-methoxy-1H-indol-3-yl)-1-methyl-2-phenylethyl]methylamino}acetonitrile

Chemical Property of {[(1S,2R)2-(5-methoxy-1H-indol-3-yl)-1-methyl-2-phenylethyl]methylamino}acetonitrile

Chemical Property:

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Technology Process of {[(1S,2R)2-(5-methoxy-1H-indol-3-yl)-1-methyl-2-phenylethyl]methylamino}acetonitrile

There total 2 articles about {[(1S,2R)2-(5-methoxy-1H-indol-3-yl)-1-methyl-2-phenylethyl]methylamino}acetonitrile 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: 28.0%

5-methoxylindole (1006-94-6) + pseudoephedrine-derived chloride (452096-19-4) → {[(1S,2R)2-(5-methoxy-1H-indol-3-yl)-1-methyl-2-phenylethyl]methylamino}acetonitrile (1613740-59-2)

Guidance literature:

pseudoephedrine-derived chloride; With silver tetrafluoroborate; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

5-methoxylindole; In acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2014.05.009

Reference yield:

5-methoxylindole (1006-94-6) + [((1S,2R)-2-Chloro-1-methyl-2-phenyl-ethyl)-methyl-amino]-acetonitrile (452096-18-3) → {[(1S,2R)2-(5-methoxy-1H-indol-3-yl)-1-methyl-2-phenylethyl]methylamino}acetonitrile (1613740-59-2) + {[(1S,2S)2-(5-methoxy-1H-indol-3-yl)-1-methyl-2-phenylethyl]methylamino}acetonitrile (1613740-58-1)

Guidance literature:

[((1S,2R)-2-Chloro-1-methyl-2-phenyl-ethyl)-methyl-amino]-acetonitrile; With silver tetrafluoroborate; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

5-methoxylindole; In acetonitrile; at 20 ℃; Overall yield = 34 %; Overall yield = 19 mg; Inert atmosphere;

DOI:10.1016/j.tet.2014.05.009

Reference yield: 60.0%

{[(1S,2R)2-(5-methoxy-1H-indol-3-yl)-1-methyl-2-phenylethyl]methylamino}acetonitrile (1613740-59-2) → (3S,4R)-6-Methoxy-2,3-methyl-4-phenyl-1,2,3,4-tetrahydro-β-carboline (1613740-73-0)

Guidance literature:

With silver tetrafluoroborate; In tetrahydrofuran; for 3h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2014.05.009

upstream raw materials:

5-methoxylindole

pseudoephedrine-derived chloride

[((1S,2R)-2-Chloro-1-methyl-2-phenyl-ethyl)-methyl-amino]-acetonitrile

Downstream raw materials:

(3S,4R)-6-Methoxy-2,3-methyl-4-phenyl-1,2,3,4-tetrahydro-β-carboline

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