Hydrochloric Acid → 2-(4-Ethanesulfonyl-phenyl)-3-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-benzo[b]thiophen-6-ol hydrochloride

HRID 732824Notes

Reaction equation

HRID 732824 reaction equation
[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:16][C:15]3[CH:17]=[C:18]([OH:21])[CH:19]=[CH:20][C:14]=3[C:13]=2[O:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][CH2:31][N:32]3[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]3)=[CH:25][CH:24]=2)=[CH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2].[ClH:38]>ClCCl.CO.C(OCC)C>[ClH:38].[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:16][C:15]3[CH:17]=[C:18]([OH:21])[CH:19]=[CH:20][C:14]=3[C:13]=2[O:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][CH2:31][N:32]3[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]3)=[CH:25][CH:24]=2)=[CH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 444274052-(4-(Ethylsulfonyl)phenyl)-3-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)benzo[b]thiophen-6-ol

Product 1

HCID 690738102-(4-Ethanesulfonyl-phenyl)-3-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-benzo[b]thiophen-6-ol hydrochlorideYield 71%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

Dissolve the compound of Example 88 (300 mg, 0.56 mmol) in dichloromethane (10 mL) and methanol (0.5 mL). Add 2M HCl in diethyl ether (0.4 mL) and stir for 10 minutes. Concentrate in vacuo and dry the solids in a vacuum oven at 50° C. overnight to give 224 mg of the title compound (71%): mass spectrum (ion spray): m/z=538 (M+H).

Workup

  1. concentrationConcentrate in vacuo
  2. customdry the solids in a vacuum oven at 50° C. overnight

Sources & evidence

ORD record
ord-f67a9884d6bc48d8a0d1e938b3bde6ea
Source dataset
uspto-grants-2009_09
Patent number
US07585977B2

Reaction notes

Loading…