2-{2-Ethyl-4-[5-(5-isobutyl-4-methyl-pyridin-2-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-ethylamine → Ethanesulfonic acid (2-{2-ethyl-4-[5-(5-isobutyl-4-methyl-pyridin-2-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-ethyl)-amide

HRID 2037376

Reaktionsgleichung

Reaktionsgleichung von HRID 2037376
[CH2:1]([C:3]1[CH:12]=[C:11]([C:13]2[N:17]=[C:16]([C:18]3[CH:23]=[C:22]([CH3:24])[C:21]([CH2:25][CH:26]([CH3:28])[CH3:27])=[CH:20][N:19]=3)[O:15][N:14]=2)[CH:10]=[C:9]([CH3:29])[C:4]=1[O:5][CH2:6][CH2:7][NH2:8])[CH3:2].[K+].[CH2:31]([S:33]([NH-])(=[O:35])=[O:34])[CH3:32]>CN(C=O)C>[CH2:1]([C:3]1[CH:12]=[C:11]([C:13]2[N:17]=[C:16]([C:18]3[CH:23]=[C:22]([CH3:24])[C:21]([CH2:25][CH:26]([CH3:28])[CH3:27])=[CH:20][N:19]=3)[O:15][N:14]=2)[CH:10]=[C:9]([CH3:29])[C:4]=1[O:5][CH2:6][CH2:7][NH:8][S:33]([CH2:31][CH3:32])(=[O:35])=[O:34])[CH3:2]

Komponenten

4

Edukt 2

HCID 442181592-{2-Ethyl-4-[5-(5-isobutyl-4-methyl-pyridin-2-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-ethylamineHCID 59645266Ethanesulfonamide potassium salt

Produkt 1

HCID 91366116Ethanesulfonic acid (2-{2-ethyl-4-[5-(5-isobutyl-4-methyl-pyridin-2-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-ethyl)-amideAusbeute 19,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of the methanesulfonic acid ester intermediate of Example 48 (25 mg, 53 μmol) and ethanesulfonamide potassium salt (16 mg, 106 μmol) in DMF (2 mL) is stirred at 60° C. for 18 h. The mixture is concentrated and separated by prep. HPLC to give the title compound (5 mg) as a colourless oil; LC-MS: tR=1.14 min, [M+H]+=487.14.

Aufarbeitung

  1. concentrationThe mixture is concentrated
  2. customseparated by prep

Quellen und Nachweise

ORD-Eintrag
ord-32b1c678ba0d4570a1070c70bc09d209
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575200B2

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