HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 1-Methylethyl 4-[({4'-[(methylsulfonyl)amino]-4-biphenylyl}oxy)methyl]-1-piperidinecarboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (4-Methanesulfonamidophenyl)boronic acid | HCID 2773537 | — |
| Edukt | 4-(4-Bromophenoxymethyl)piperidine-1-carboxylic acid isopropyl ester | HCID 57930300 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 1-Methylethyl 4-[({4'-[(methylsulfonyl)amino]-4-biphenylyl}oxy)methyl]-1-piperidinecarboxylate | HCID 59177803 | 25% |
Reaktionsschritte
The title compound (11 mg, 25%) was prepared as a tan solid from {4-[(methylsulfonyl)amino]phenyl}boronic acid (22 mg, 0.1 mmol), 1-methylethyl 4-{[(4-bromophenyl)oxy]methyl}-1-piperidinecarboxylate (prepared as in Example 9, Step 2, 36 mg, 0.1 mmol), Pd(PPh3)2Cl2 (25 mg, 0.04 mmol), 2M Na2CO3 (1 mL) and DME (1 mL) in a manner similar to Example 21, Step 3, and worked up in a manner similar to Example 9, Step 3. 1H NMR (400 MHz, CDCl3): δ 7.55-7.45 (m, 4H), 7.30-7.20 (m, 2H), 6.95 (d, 2H, J=8.6 Hz), 6.38 (s, 1H), 4.99-4.83 (m, 1H), 3.84 (d, 2 H, J=6.4 Hz), 3.03 (s, 3H), 2.84-2.74 (m, 2H), 2.05-1.94 (m, 1H), 1.90-1.80 (m, 2H), 1.37-1.18 (m, 10H); LRMS (ESI), m/z 447 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08101634B2 |
| Quelldatensatz | uspto-grants-2012_01 |
| ORD ID | ord-1397930d79884d8189597199f61a1983 |
| Quellennotiz | uspto-grants-2012_01 |