Triethylamine → N-{1-[2-(1H-Indol-3-yl)ethyl]piperidin-4-yl}methanesulfonamide

HRID 66302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 66302
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)[CH2:4][CH2:3]1.C(N(CC)CC)C.[CH3:26][S:27](Cl)(=[O:29])=[O:28]>ClCCl>[NH:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10]([CH2:9][CH2:8][N:5]2[CH2:6][CH2:7][CH:2]([NH:1][S:27]([CH3:26])(=[O:29])=[O:28])[CH2:3][CH2:4]2)=[CH:11]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 2154154-Piperidinamine, 1-(2-(1H-indol-3-yl)ethyl)-, hydrate

Produkt 1

HCID 22754838N-{1-[2-(1H-Indol-3-yl)ethyl]piperidin-4-yl}methanesulfonamideAusbeute 105,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To 3-[2-(4-Amino-1-piperidyl)ethyl]indole (1.307 g.) suspended in a solution of triethylamine (2 mls.) in dichloromethane (10 mls.) at room temperature with stirring was added methane sulphonyl chloride (0.570 g.) in dichloromethane (5 mls.). After stirring for 18 hours the solution was washed with water and the organic phase separated, dried and evaporated to yield the title compound (1.690 g.) as an oil. This was recrystallized from ethanolic hydrogen chloride as the hydrochloride salt (0.560 g., m.p. 241°-242° C.).

Aufarbeitung

  1. stirringAfter stirring for 18 hours the solution
  2. washwas washed with water
  3. customthe organic phase separated
  4. customdried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-945371300be648fc962154efaeb99079
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04131680

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