HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 423475Erstellt: 25. Oktober 2026
Sodium Carbonate → N-Cyclopropyl-4'-[({1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}methyl)oxy]-4-biphenylcarboxamide
https://huagongshe.com/reaction/423475
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (4-(Cyclopropylcarbamoyl)phenyl)boronic acid | HCID 2773359 | — |
| Edukt | 4-{[(4-Bromophenyl)oxy]methyl}-1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]piperidine | HCID 66673210 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | N-Cyclopropyl-4'-[({1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}methyl)oxy]-4-biphenylcarboxamide | HCID 59177785 | 9,8% |
Reaktionsschritte
The title compound (9 mg, 5%) was prepared as a white solid from {4-[(cyclopropylamino)carbonyl]phenyl}boronic acid (41 mg, 0.2 mmol), 4-{[(4-bromophenyl)oxy]methyl}-1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]piperidine (prepared as in Example 24, Step 1, 76 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 7.78 (d, 2H, J=8.6 Hz), 7.59 (d, 2H, J=8.6 Hz), 7.54 (d, 2 H, J=8.8 Hz), 6.96 (d, 2H, J=8.8 Hz), 6.26 (s, 1H), 4.28-4.18 (m, 2H), 3.88 (d, 2H, J=6.2 Hz), 3.17-3.07 (m, 2H), 2.98-2.84 (m, 2H), 2.13-2.02 (m, 1H), 2.05-1.92 (m, 2H), 1.55-1.40 (m, 2H), 1.29 (d, 6H, J=6.9 Hz), 0.94-0.84 (m, 2H), 0.67-0.60 (m, 2H); LRMS (ESI), m/z 461 (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-ad80766b0f3e4001b7417a9cee11f4cd |
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| Quellennotiz | uspto-grants-2012_01 |
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