HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triphenylphosphine → 1-(3-Methyl-1,2,4-oxadiazol-5-yl)-4-({[4'-(methylsulfonyl)-4-biphenylyl]oxy}methyl)piperidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Edukt | 4'-(Methylsulfonyl)-[1,1'-biphenyl]-4-ol | HCID 14982676 | — |
| Edukt | [1-(3-Methyl-1,2,4-oxadiazol-5-yl)-4-piperidinyl]methanol | HCID 59177773 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-(3-Methyl-1,2,4-oxadiazol-5-yl)-4-({[4'-(methylsulfonyl)-4-biphenylyl]oxy}methyl)piperidine | HCID 59177771 | 21% |
Reaktionsschritte
The title compound (43 mg, 21%) was prepared as a white solid from 4′-(methylsulfonyl)-4-biphenylol (prepared as in Example 1, Step 1, 120 mg, 0.48 mmol), [1-(3-methyl-1,2,4-oxadiazol-5-yl)-4-piperidinyl]methanol (143 mg, 0.73 mmol) and Ph3P (191 mg, 0.73 mmol) in THF (5 mL) followed by diisopropyl azodicarboxylate (0.144 mL, 0.73 mmol) in a manner similar to Example 1, Step 2, and worked up in a manner similar to Example 9, Step 3. 1H NMR (400 MHz, CDCl3): δ 7.97 (d, 2H, J=8.6 Hz), 7.72 (d, 2H, J=8.4 Hz), 7.55 (d, 2H, J=8.8 Hz), 6.99 (d, 2H, J=8.8 Hz), 4.25-4.15 (m, 2H), 3.89 (d, 2H, J=6.4 Hz), 3.22-3.08 (m, 2H), 3.08 (s, 3 H), 2.24 (s, 3H), 2.04-1.94 (m, 2H), 1.55-1.42 (m, 3H); LRMS (ESI), m/z 428 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08101634B2 |
| Quelldatensatz | uspto-grants-2012_01 |
| ORD ID | ord-561c2a88d7354309b509cab9718af948 |
| Quellennotiz | uspto-grants-2012_01 |