N-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester

Base Information

Chemical Name:N-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester
CAS No.:246542-35-8
Molecular Formula:C₃₀H₃₂N₄O₄
Molecular Weight:512.608
Hs Code.:

<i>N</i>-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-<i>N</i>-cyclopentyl-malonamic acid ethyl ester

Synonyms:N-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester

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Chemical Property of N-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester

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Technology Process of N-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester

There total 11 articles about N-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester 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: 82.0%

: 36239-09-5
ethyl chlorocarbonylacetate

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

: 246542-35-8
N-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester

Guidance literature:: With TEA; In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1016/S0960-894X(03)00443-8

Reference yield:

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

: 246542-35-8
N-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 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

8: 82 percent / TEA / tetrahydrofuran / 1 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:

: 236418-11-4
1-(4-chloro-3-nitro-phenyl)-1-cyclopropanecarboxylic acid

: 246542-35-8
N-{1-[3-(4-cyano-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / H₂O / 5 h / 80 °C

2: 86 percent / H₂ / Pd/C / methanol / 25 °C

3: 88 percent / ethanol / 6 h / 80 °C

4: 97 percent / (PhO)2P(O)N₃; TEA; KOt-Bu / 3 h / 80 °C

5: 69 percent / aq. HCl / dioxane / 4 h / 25 °C

6: 92 percent / NaBH₃CN; AcOH / tetrahydrofuran / 24 h / 25 °C

7: 82 percent / TEA / tetrahydrofuran / 1 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; water;
DOI:10.1016/S0960-894X(03)00443-8