trans-1,2,3,5,6,10b-hexahydro-6-<4-(methylthio)phenyl>pyrrolo<2,1-a>isoquinoline-10-carbonitrile

Base Information

Chemical Name:trans-1,2,3,5,6,10b-hexahydro-6-<4-(methylthio)phenyl>pyrrolo<2,1-a>isoquinoline-10-carbonitrile
CAS No.:129540-08-5
Molecular Formula:C₂₀H₂₀N₂S
Molecular Weight:320.458
Hs Code.:

Synonyms:trans-1,2,3,5,6,10b-hexahydro-6-<4-(methylthio)phenyl>pyrrolo<2,1-a>isoquinoline-10-carbonitrile

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Chemical Property of trans-1,2,3,5,6,10b-hexahydro-6-<4-(methylthio)phenyl>pyrrolo<2,1-a>isoquinoline-10-carbonitrile

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Technology Process of trans-1,2,3,5,6,10b-hexahydro-6-<4-(methylthio)phenyl>pyrrolo<2,1-a>isoquinoline-10-carbonitrile

There total 6 articles about trans-1,2,3,5,6,10b-hexahydro-6-<4-(methylthio)phenyl>pyrrolo<2,1-a>isoquinoline-10-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: 66.0%

: 544-92-3
copper(I) cyanide

: 129540-07-4
trans-10-bromo-1,2,3,5,6,10b-hexahydro-6-<4-(methylthio)phenyl>pyrrolo<2,1-a>isoquinoline

: 129540-08-5
trans-1,2,3,5,6,10b-hexahydro-6-<4-(methylthio)phenyl>pyrrolo<2,1-a>isoquinoline-10-carbonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 ℃;
DOI:10.1021/jm00172a018

Reference yield:

: 6091-64-1
2-bromobenzoic acid ethyl ester

: 129540-08-5
trans-1,2,3,5,6,10b-hexahydro-6-<4-(methylthio)phenyl>pyrrolo<2,1-a>isoquinoline-10-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH

2: 97 percent / NaBH₄

4: polyphosphoric acid

5: 1.) BH₃*THF, 2.) 25percent aq. NaOH / 2.) DMSO, reflux, 30 min

6: 66 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 120 °C

With sodium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; PPA; borane-THF; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/jm00172a018

Reference yield:

: 129540-26-7
2-(2-bromophenyl)-1-pyrroline

: 129540-08-5
trans-1,2,3,5,6,10b-hexahydro-6-<4-(methylthio)phenyl>pyrrolo<2,1-a>isoquinoline-10-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / NaBH₄

3: polyphosphoric acid

4: 1.) BH₃*THF, 2.) 25percent aq. NaOH / 2.) DMSO, reflux, 30 min

5: 66 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 120 °C

With sodium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; PPA; borane-THF; In N,N-dimethyl-formamide;
DOI:10.1021/jm00172a018