Hydrochloric Acid → N-(1-(6-Chloro-2,3-dihydrobenzo[b][1,4]dioxin-8-yl)ethyl)-2-(methylsulfonyl)-5-(piperazin-1-yl)benzenamine hydrochloride

HRID 2426031Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2426031
[Cl:1][C:2]1[CH:11]=[C:10]([CH:12]([NH:14][C:15]2[CH:20]=[C:19]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[CH:18]=[CH:17][C:16]=2[S:27]([CH3:30])(=[O:29])=[O:28])[CH3:13])[C:5]2[O:6][CH2:7][CH2:8][O:9][C:4]=2[CH:3]=1.Cl>ClCCl.C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:11]=[C:10]([CH:12]([NH:14][C:15]2[CH:20]=[C:19]([N:21]3[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]3)[CH:18]=[CH:17][C:16]=2[S:27]([CH3:30])(=[O:29])=[O:28])[CH3:13])[C:5]2[O:6][CH2:7][CH2:8][O:9][C:4]=2[CH:3]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 11633830N-(1-(6-chloro-2,3-dihydrobenzo[b][1,4]dioxin-8-yl)ethyl)-2-(methylsulfonyl)-5-(piperazin-1-yl)benzenamine

Produkt 1

HCID 67147366N-(1-(6-Chloro-2,3-dihydrobenzo[b][1,4]dioxin-8-yl)ethyl)-2-(methylsulfonyl)-5-(piperazin-1-yl)benzenamine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of N-(1-(6-chloro-2,3-dihydrobenzo[b][1,4]dioxin-8-yl)ethyl)-2-(methylsulfonyl)-5-(piperazin-1-yl)benzenamine (50.0 mg, 0.11 mmol) in anhydrous dichloromethane (1 mL) was cooled to 0° C. and HCl (0.12 mL of a 1 M solution in diethyl ether, 0.12 mmol) was added. The mixture was allowed to stir for 30 min. The solvent was removed by rotary evaporation, more diethyl ether was added to precipitate the salt. After removal of solvent by rotary evaporation the desired product was collected (53 mg, 99%). 1H NMR (400 MHz, CD3OD): δ 7.55 (d, 1H), 6.87 (d, 1H), 6.76 (d, 1H), 6.40 (dd, 1H), 6.02 (d, 1H), 4.84 (m, 1H), 4.33 (m, 2H), 4.27 (m, 2H), 4.43 (m, 4H), 3.30 (m, 4H), 3.07 (s, 3H), 1.54 (d, 3H); MS (ESI) m/z: 452.3 (M++1).

Aufarbeitung

  1. customThe solvent was removed by rotary evaporation, more diethyl ether
  2. additionwas added
  3. customto precipitate the salt
  4. customAfter removal of solvent
  5. customby rotary evaporation the desired product
  6. customwas collected (53 mg, 99%)

Quellen und Nachweise

ORD-Eintrag
ord-134e72fa371f47048de92fdd43823b9f
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07968538B2

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