Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 423494Erstellt: 24. Oktober 2026

Sodium Carbonate → 1-Methylethyl 4-{[(4'-{[(2-hydroxyethyl)amino]sulfonyl}-4-biphenylyl)oxy]methyl}-1-piperidinecarboxylate

https://huagongshe.com/de/reaction/423494

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt(4-(N-(2-Hydroxyethyl)sulfamoyl)phenyl)boronic acidHCID 44119332—
Edukt4-(4-Bromophenoxymethyl)piperidine-1-carboxylic acid isopropyl esterHCID 57930300—
KatalysatorHCID 178418476HCID 178418476—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt1-Methylethyl 4-{[(4'-{[(2-hydroxyethyl)amino]sulfonyl}-4-biphenylyl)oxy]methyl}-1-piperidinecarboxylateHCID 5917778126,2%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08101634B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-d1a30e0d224b44e88e30efd01d1b98bf
Quellennotizuspto-grants-2012_01