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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt(4-(Cyclopropylcarbamoyl)phenyl)boronic acidHCID 2773359—
Edukt4-{[(4-Bromophenyl)oxy]methyl}-1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]piperidineHCID 66673210—
KatalysatorHCID 178418476HCID 178418476—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktN-Cyclopropyl-4'-[({1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}methyl)oxy]-4-biphenylcarboxamideHCID 591777859,8%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08101634B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-ad80766b0f3e4001b7417a9cee11f4cd
Quellennotizuspto-grants-2012_01