Dimethylamine → (S)-N-(5-(3-((dimethylamino)methyl)-5-(trifluoromethyl)benzyl)-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide

HRID 473079Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 473079
Cl[CH2:2][C:3]1[CH:4]=[C:5]([CH:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:25]=1)[CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][C@H:11]([NH:16][S:17]([CH:20]([CH3:22])[CH3:21])(=[O:19])=[O:18])[CH2:10]2.[CH3:30][NH:31][CH3:32]>CN(C=O)C>[CH3:30][N:31]([CH2:2][C:3]1[CH:4]=[C:5]([CH:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:25]=1)[CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][C@H:11]([NH:16][S:17]([CH:20]([CH3:22])[CH3:21])(=[O:19])=[O:18])[CH2:10]2)[CH3:32]

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 68155989(S)-N-(5-(3-(chloromethyl)-5-(trifluoromethyl)benzyl)-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide

Produkt 1

HCID 68156586(S)-N-(5-(3-((dimethylamino)methyl)-5-(trifluoromethyl)benzyl)-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of (S)-N-(5-(3-(chloromethyl)-5-(trifluoromethyl)benzyl)-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide (0.090 mmol, 40 mg) in DMF (1 mL) was added dimethylamine (2M solution, 0.224 mmol, 0.112 mL). The whole was heated to 60° C. for 2 h before the reaction mixture was purified directly by prep HPLC to give the title compound. (21.2 mg, 52%). MS (ESI): m/z [M+H]+ 455.2

Aufarbeitung

  1. customwas purified directly by prep HPLC

Quellen und Nachweise

ORD-Eintrag
ord-16ac077c009a4da2ae1a7615db351b6c
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08633237B2

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