4-{[6-(1-cyclopentylamino-cyclopropyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzonitrile

Base Information

Chemical Name:4-{[6-(1-cyclopentylamino-cyclopropyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzonitrile
CAS No.:246542-34-7
Molecular Formula:C₂₅H₂₆N₄O
Molecular Weight:398.508
Hs Code.:

Synonyms:4-{[6-(1-cyclopentylamino-cyclopropyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzonitrile

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Chemical Property of 4-{[6-(1-cyclopentylamino-cyclopropyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzonitrile

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Technology Process of 4-{[6-(1-cyclopentylamino-cyclopropyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzonitrile

There total 10 articles about 4-{[6-(1-cyclopentylamino-cyclopropyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzonitrile 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: 92.0%

: 120-92-3
cyclopentanone

: 246542-33-6
4-{[6-(1-amino-cyclopropyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl)-methyl]-benzonitrile

: 246542-34-7
4-{[6-(1-cyclopentylamino-cyclopropyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzonitrile

Guidance literature:: With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; at 25 ℃; for 24h;
DOI:10.1016/S0960-894X(03)00443-8

Reference yield:

: 72934-37-3
3-(4-chlorophenyl)-1-cyclopropanecarboxylic acid

: 246542-34-7
4-{[6-(1-cyclopentylamino-cyclopropyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / HNO₃ / -30 °C

2: 94 percent / H₂O / 5 h / 80 °C

3: 86 percent / H₂ / Pd/C / methanol / 25 °C

4: 88 percent / ethanol / 6 h / 80 °C

5: 97 percent / (PhO)2P(O)N₃; TEA; KOt-Bu / 3 h / 80 °C

6: 69 percent / aq. HCl / dioxane / 4 h / 25 °C

7: 92 percent / NaBH₃CN; AcOH / tetrahydrofuran / 24 h / 25 °C

With hydrogenchloride; TEA; diphenyl phosphoryl azide; potassium tert-butylate; hydrogen; nitric acid; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water;
DOI:10.1016/S0960-894X(03)00443-8

Reference yield:

: 236418-12-5
1-(4-methylamino-3-nitro-phenyl)-1-cyclopropanecarboxylic acid

: 246542-34-7
4-{[6-(1-cyclopentylamino-cyclopropyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / H₂ / Pd/C / methanol / 25 °C

2: 88 percent / ethanol / 6 h / 80 °C

3: 97 percent / (PhO)2P(O)N₃; TEA; KOt-Bu / 3 h / 80 °C

4: 69 percent / aq. HCl / dioxane / 4 h / 25 °C

5: 92 percent / NaBH₃CN; AcOH / tetrahydrofuran / 24 h / 25 °C

With hydrogenchloride; TEA; diphenyl phosphoryl azide; potassium tert-butylate; hydrogen; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol;
DOI:10.1016/S0960-894X(03)00443-8