Trifluoroacetic acid → HCID 70981590, Verbindung

HRID 62692Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 62692
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][C:5]=1[NH:15][C:16](=[O:32])[NH:17][CH2:18][CH:19]1[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]1)([O-:3])=[O:2].C(O)(C(F)(F)F)=O>ClCCl>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][C:5]=1[NH:15][C:16]([NH:17][CH2:18][CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)=[O:32])([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 71007320Tert-butyl 4-((3-(2-nitro-5-(thiophen-2-yl)phenyl)ureido)methyl)piperidine-1-carboxylate

Produkt 1

HCID 70981590HCID 70981590, VerbindungAusbeute 85,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 4-((3-(2-nitro-5-(thiophen-2-yl)phenyl)ureido)methyl)piperidine-1-carboxylate (0.30 g, 0.65 mmol) in dichloromethane (15 mL) was added TFA (3 mL) at 0° C. The reaction was warmed to room temperature and stirred for 2 h. The reaction was concentrated. The crude residue was diluted with a saturated aqueous solution of sodium bicarbonate. The obtained solid was filtered, washed with water then washed with ether and pentane to afford 1-(2-nitro-5-(thiophen-2-yl)phenyl)-3-(piperidin-4-ylmethyl)urea (0.20 g, 85% yield).

Aufarbeitung

  1. concentrationThe reaction was concentrated
  2. additionThe crude residue was diluted with a saturated aqueous solution of sodium bicarbonate
  3. filtrationThe obtained solid was filtered
  4. washwashed with water
  5. washthen washed with ether and pentane

Quellen und Nachweise

ORD-Eintrag
ord-812d7124d03a451382ba0320a41ee52b
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447030B2

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