HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 423494Erstellt: 25. Oktober 2026
Sodium Carbonate → 1-Methylethyl 4-{[(4'-{[(2-hydroxyethyl)amino]sulfonyl}-4-biphenylyl)oxy]methyl}-1-piperidinecarboxylate
https://huagongshe.com/reaction/423494
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (4-(N-(2-Hydroxyethyl)sulfamoyl)phenyl)boronic acid | HCID 44119332 | — |
| 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'-{[(2-hydroxyethyl)amino]sulfonyl}-4-biphenylyl)oxy]methyl}-1-piperidinecarboxylate | HCID 59177781 | 26,2% |
Reaktionsschritte
The title compound (25 mg, 26%) was prepared as a white solid from (4-{[(2-hydroxyethyl)amino]sulfonyl}phenyl)boronic acid (49 mg, 0.2 mmol), 1-methylethyl 4-{[(4-bromophenyl)oxy]methyl}-1-piperidinecarboxylate (prepared as in Example 9, Step 2, 71 mg, 0.2 mmol), Pd(PPh3)2Cl2 (50 mg, 0.07 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 7.90 (d, 2H, J=8.6 Hz), 7.68 (d, 2H, J=8.6 Hz), 7.54 (d, 2H, J=8.8 Hz), 6.98 (d, 2H, J=8.9 Hz), 4.98-4.86 (m, 2H), 4.21 (bs, 2H), 3.85 (d, 2H, J=6.4 Hz), 3.75-3.69 (m, 2H), 3.19-3.12 (m, 2H), 2.84-2.74 (m, 2H), 2.05-1.95 (m, 1H), 1.90-1.80 (m, 3H), 1.37-1.27 (m, 2H), 1.25 (d, 6H, J=6.4 Hz); LRMS (ESI), m/z 477 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08101634B2 |
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| Quelldatensatz | uspto-grants-2012_01 |
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| ORD ID | ord-d1a30e0d224b44e88e30efd01d1b98bf |
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| Quellennotiz | uspto-grants-2012_01 |
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