5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide

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Chemical Name:5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide
CAS No.:764721-69-9
Molecular Formula:C₂₄H₃₂N₄O₂S
Molecular Weight:440.61
Hs Code.:

Synonyms:5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide

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Chemical Property of 5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide

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Technology Process of 5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide

There total 9 articles about 5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide 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: 100.0%

: 917358-16-8
5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-((S)-1-{(R)-3-[methyl-(2,2,2-trifluoro-acetyl)-amino]-pyrrolidine-1-carbonyl}-pyrrolidin-3-yl)-amide

: 764721-69-9
5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide

Guidance literature:: With potassium carbonate; In methanol; at 70 ℃; for 16h;
DOI:10.1016/j.bmcl.2006.06.049

Reference yield:

: 169750-00-9
(S)-1-benzyl-3-[[N-(t-butoxycarbonyl)]-N-methylamino]pyrrolidine

: 764721-69-9
5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / ammonium formate / Pd/C / ethanol / 2 h / Heating

2: 68 percent / TEA / tetrahydrofuran / 2 h / 0 - 20 °C

3: 66 percent / TEA / dimethylformamide / 2.5 h / 90 °C

4: 98 percent / K₂CO₃ / dimethylformamide / 14 h / 80 °C

5: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

6: EDCI; HOBt; TEA / CH₂Cl₂ / 16 h / 20 °C

7: 100 percent / aq. K₂CO₃ / methanol / 16 h / 70 °C

With TEA; ammonium formate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.06.049

Reference yield:

: 169749-99-9
(3S)-(-)-1-benzyl-3-(methylamino)pyrrolidine

: 764721-69-9
5-(4-Ethyl-phenyl)-thiophene-2-carboxylic acid methyl-[(S)-1-((R)-3-methylamino-pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / TEA / CH₂Cl₂ / 2 h / 20 °C

2: 76 percent / ammonium formate / Pd/C / ethanol / 2 h / Heating

3: 68 percent / TEA / tetrahydrofuran / 2 h / 0 - 20 °C

4: 66 percent / TEA / dimethylformamide / 2.5 h / 90 °C

5: 98 percent / K₂CO₃ / dimethylformamide / 14 h / 80 °C

6: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

7: EDCI; HOBt; TEA / CH₂Cl₂ / 16 h / 20 °C

8: 100 percent / aq. K₂CO₃ / methanol / 16 h / 70 °C

With TEA; ammonium formate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.06.049