HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Methylbutylamine, (S)- → [5-({[(2S)-2-methylbutyl]amino}methyl)-2-thienyl]boronic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Methylbutylamine, (S)- | HCID 2724272 | — |
| Edukt | 5-Formyl-2-thiopheneboronic acid | HCID 2773430 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Edukt | 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-{[(2-methylbutyl)amino]methyl}-2-thienyl)-1H-indole-7-carboxamide | HCID 57732791 | — |
| Produkt | [5-({[(2S)-2-methylbutyl]amino}methyl)-2-thienyl]boronic acid | HCID 66723247 | — |
Reaktionsschritte
Following the general procedure of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-{[(2-methylbutyl)amino]methyl}-2-thienyl)-1H-indole-7-carboxamide, (5-formyl-2-thienyl)boronic acid (50 mg, 0.32 mmol), [(2S)-2-methylbutyl]amine (28 mg, 0.32 mmol), and NaCNBH3 (40 mg, 0.64 mmol) were reacted to give 43 mg of crude [5-({[(2S)-2-methylbutyl]amino}methyl)-2-thienyl]boronic acid. The crude [5-({[(2S)-2-methylbutyl]amino}methyl)-2-thienyl]boronic acid was then reacted with 5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide (65 mg, 0.157 mmol), K2CO3 (130 mg, 0.942 mmol), and tetrakis(triphenylphosphine)palladium(0) (4 mg, 0.003 mmol) to give 37.6 mg of the title compound (39%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08063071B2 |
| Quelldatensatz | uspto-grants-2011_11 |
| ORD ID | ord-3dc89a23f295438e9e9689aee189d27a |
| Quellennotiz | uspto-grants-2011_11 |