Hydrochloric Acid → 1-(3-(1-(5-Chloro-2,3-dimethoxyphenyl)ethylamino)-4-(methylsulfonyl)phenyl)-N,N-dimethylpiperidin-4-amine hydrochloride

HRID 1910632Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1910632
[Cl:1][C:2]1[CH:3]=[C:4]([O:32][CH3:33])[C:5]([O:30][CH3:31])=[C:6]([CH:8]([NH:10][C:11]2[CH:12]=[C:13]([N:21]3[CH2:26][CH2:25][CH:24]([N:27]([CH3:29])[CH3:28])[CH2:23][CH2:22]3)[CH:14]=[CH:15][C:16]=2[S:17]([CH3:20])(=[O:19])=[O:18])[CH3:9])[CH:7]=1.Cl>ClCCl.C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([O:32][CH3:33])[C:5]([O:30][CH3:31])=[C:6]([CH:8]([NH:10][C:11]2[CH:12]=[C:13]([N:21]3[CH2:26][CH2:25][CH:24]([N:27]([CH3:28])[CH3:29])[CH2:23][CH2:22]3)[CH:14]=[CH:15][C:16]=2[S:17]([CH3:20])(=[O:19])=[O:18])[CH3:9])[CH:7]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 587072651-(3-(1-(5-chloro-2,3-dimethoxyphenyl)ethylamino)-4-(methylsulfonyl)phenyl)-N,N-dimethylpiperidin-4-amine

Produkt 1

HCID 671473931-(3-(1-(5-Chloro-2,3-dimethoxyphenyl)ethylamino)-4-(methylsulfonyl)phenyl)-N,N-dimethylpiperidin-4-amine hydrochlorideAusbeute 200 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1-(3-(1-(5-chloro-2,3-dimethoxyphenyl)ethylamino)-4-(methylsulfonyl)phenyl)-N,N-dimethylpiperidin-4-amine (25.0 mg, 0.05 mmol) in dichloromethane (1 mL) was added 0.06 mL (0.06 mmol) of 1 M HCl in diethyl ether. The solution was allowed to stir for 15 minutes and the solvent was removed by rotary evaporation. The residue was dissolved in dichloromethane and triturated with diethyl ether. The solvent was removed by rotary evaporation to collect the title compound (26.0 mg, 0.05 mmol) in 97% yield. 1H NMR (400 MHz, CD3OD): δ 7.49 (d, 1H), 6.93 (s, 1H), 6.91 (s, 1H), 6.37 (d, 1H), 6.08 (s, 1H), 3.93 (m, 2H), 3.90 (s, 3H), 3.86 (s, 3H), 3.45 (m, 1H), 3.04 (s, 3H), 2.92 (m, 2H), 2.82 (s, 6H), 2.04 (t, 2H), 1.66 (m, 2H), 1.55 (d, 3H), 1.49 (m, 2H); MS (ESI) m/z: 497.2 (M++1).

Aufarbeitung

  1. customthe solvent was removed by rotary evaporation
  2. dissolutionThe residue was dissolved in dichloromethane
  3. customtriturated with diethyl ether
  4. customThe solvent was removed by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-fc0514098a3d4029ab8d4a02898091f0
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08604021B2

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