1-ethyl-2,3-dihydro-1H-indole-5-sulfonamide → 1-(Cyclohexylmethyl)indoline-5-sulfonamide

HRID 528824Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 528824
C(N1C2C(=CC(S(N)(=O)=O)=CC=2)CC1)C.[CH:16]1([C:22]([N:24]2[C:32]3[C:27](=[CH:28][C:29]([S:33]([NH2:36])(=[O:35])=[O:34])=[CH:30][CH:31]=3)[CH2:26][CH2:25]2)=O)[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>>[CH:16]1([CH2:22][N:24]2[C:32]3[C:27](=[CH:28][C:29]([S:33]([NH2:36])(=[O:35])=[O:34])=[CH:30][CH:31]=3)[CH2:26][CH2:25]2)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1

Komponenten

3

Edukt 2

HCID 321037261-ethyl-2,3-dihydro-1H-indole-5-sulfonamideHCID 606987421-(Cyclohexanecarbonyl)indoline-5-sulfonamide2×

Produkt 1

HCID 349140051-(Cyclohexylmethyl)indoline-5-sulfonamideAusbeute 57 %

Versuchsvorschrift

Following a procedure analogous to that for the synthesis of Intermediate 53, 1-(cyclohexanecarbonyl)indoline-5-sulfonamide (Intermediate 55, 120 mg, 0.39 mmol) was converted to the title compound (65 mg, 57%) after purification using preparative HPLC. 1H NMR (CD3OD) δ 7.54 (dd, J=8.4, 2.0 Hz, 1H), 7.45 (d, J=1.5 Hz, 1H), 6.38 (d, J=8.4 Hz, 2H), 3.54 (d, J=8.7 Hz, 2H), 3.04-2.96 (m, 4H), 1.80-1.68 (m, 6H), 1.31-1.23 (m, 3H), 1.05-0.96 (m, 2H); MS(ESI+) m/z 295.1 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-30ed4f1a09c14cc186f1d1e457b53471
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09346795B2

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