2-((5-(cyanomethyl)-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)-N-cyclohexylacetamide

Base Information

Chemical Name:2-((5-(cyanomethyl)-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)-N-cyclohexylacetamide
CAS No.:1438280-79-5
Molecular Formula:C₂₆H₂₅N₅O₂S
Molecular Weight:471.583
Hs Code.:

Synonyms:2-((5-(cyanomethyl)-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)-N-cyclohexylacetamide

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Chemical Property of 2-((5-(cyanomethyl)-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)-N-cyclohexylacetamide

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Technology Process of 2-((5-(cyanomethyl)-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)-N-cyclohexylacetamide

There total 8 articles about 2-((5-(cyanomethyl)-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)-N-cyclohexylacetamide 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: 86.7%

: 1438280-97-7
2-((5-(cyanomethyl)-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)acetic acid

: 108-91-8,157973-60-9
cyclohexylamine

: 1438280-79-5
2-((5-(cyanomethyl)-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)-N-cyclohexylacetamide

Guidance literature:: With triethylamine; HATU; In N,N-dimethyl-formamide; at 22 - 24 ℃;
DOI:10.1021/jm301694x

Reference yield:

: 1885-29-6
anthranilic acid nitrile

: 1438280-79-5
2-((5-(cyanomethyl)-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)-N-cyclohexylacetamide

Guidance literature:: Multi-step reaction with 8 steps

1: sodium hydrogencarbonate / ethanol / 42 h / Reflux

2: potassium tert-butylate / tetrahydrofuran / 2.75 h / 30 °C / Inert atmosphere

3: ethanol / 6 h / Reflux

4: acetyl chloride / ethanol / 12 h / Inert atmosphere; Reflux

5: ISOPROPYLAMIDE; potassium hydroxide / water / 22 - 24 °C

6: sodium hydride / N,N-dimethyl-formamide; mineral oil

7: trifluoroacetic acid / acetonitrile / 22 - 24 °C

8: HATU; triethylamine / N,N-dimethyl-formamide / 22 - 24 °C

With ISOPROPYLAMIDE; potassium tert-butylate; sodium hydride; sodium hydrogencarbonate; triethylamine; acetyl chloride; HATU; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1021/jm301694x

Reference yield:

: 87223-76-5
(2-cyanophenylamino)acetic acid ethyl ester

: 1438280-79-5
2-((5-(cyanomethyl)-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)-N-cyclohexylacetamide

Guidance literature:: Multi-step reaction with 7 steps

1: potassium tert-butylate / tetrahydrofuran / 2.75 h / 30 °C / Inert atmosphere

2: ethanol / 6 h / Reflux

3: acetyl chloride / ethanol / 12 h / Inert atmosphere; Reflux

4: ISOPROPYLAMIDE; potassium hydroxide / water / 22 - 24 °C

5: sodium hydride / N,N-dimethyl-formamide; mineral oil

6: trifluoroacetic acid / acetonitrile / 22 - 24 °C

7: HATU; triethylamine / N,N-dimethyl-formamide / 22 - 24 °C

With ISOPROPYLAMIDE; potassium tert-butylate; sodium hydride; triethylamine; acetyl chloride; HATU; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1021/jm301694x