cis-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-8-nitro-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-carbonitrile

Base Information

Chemical Name:cis-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-8-nitro-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-carbonitrile
CAS No.:97655-53-3
Molecular Formula:C₂₁H₂₁N₃O₃
Molecular Weight:363.416
Hs Code.:

Synonyms:cis-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-8-nitro-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-carbonitrile

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Chemical Property of cis-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-8-nitro-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-carbonitrile

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Technology Process of cis-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-8-nitro-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-carbonitrile

There total 9 articles about cis-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-8-nitro-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-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: 18.0%

: 3-methoxy-4-methyl-2-nitro-α-(phenylmethylene)-6-(1-pyrrolidinyl)benzeneacetonitrile

: 97655-53-3
cis-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-8-nitro-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-carbonitrile

: 97655-54-4
trans-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-8-nitro-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-carbonitrile

Guidance literature:: In butan-1-ol; at 118 ℃; for 144h;
DOI:10.1021/jo00220a024

Reference yield: 10.0%

: 100-52-7
benzaldehyde

: 97655-50-0
3-methoxy-4-methyl-2-nitro-6-(1-pyrrolidinyl)benzeneacetonitrile

: 3-methoxy-4-methyl-2-nitro-α-(phenylmethylene)-6-(1-pyrrolidinyl)benzeneacetonitrile

: 97655-53-3
cis-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-8-nitro-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-carbonitrile

Guidance literature:: With piperidine; In ethanol; at 78.5 ℃; for 192h;
DOI:10.1021/jo00220a024

Reference yield:

: 97655-36-2
5-chloro-2-methyl-4-nitrophenol

: 97655-53-3
cis-2,3,9,9a-tetrahydro-7-methoxy-6-methyl-8-nitro-9-(phenylmethyl)-1H-pyrrolo<1,2-a>indole-9-carbonitrile

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / 80percent sodium hydride / tetrahydrofuran / 3 h / Heating

2: 80percent sodium hydride / dimethylformamide / 3.5 h / 70 °C

3: 1.5 N Na₂CO₃ / 168 h / 40 °C

4: 90 percent / H₂ / 5percent Pd/C / ethyl acetate; ethanol / 24 h / 760 Torr / Ambient temperature

5: 87 percent / ethyldiisopropylamine / toluene / 4.5 h / 110 °C

6: 36 percent / concd. H₂SO₄, concd. HNO₃ / 0.25 h / 0 °C

7: 29 percent / piperidine / ethanol / 192 h / 78.5 °C

8: 67 percent / butan-1-ol / 144 h / 118 °C

With piperidine; sulfuric acid; hydrogen; nitric acid; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; butan-1-ol;
DOI:10.1021/jo00220a024