Hydrochloric Acid → HCID 66863282, compound

HRID 41692Notes

Reaction equation

HRID 41692 reaction equation
[CH3:1][S:2]([N:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([N:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[N:20](C(O)=O)[CH2:19][CH2:18]3)=[CH:13][CH:12]=2)[CH2:7][CH2:6]1)(=[O:4])=[O:3].Cl>ClCCl.O1CCOCC1>[CH3:1][S:2]([N:5]1[CH2:6][CH2:7][N:8]([C:11]2[CH:12]=[CH:13][C:14]([N:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[NH:20][CH2:19][CH2:18]3)=[CH:15][CH:16]=2)[CH2:9][CH2:10]1)(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 668639484-[4-(4-(methanesulphonyl)piperazin-1-yl)phenyl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid

Product 1

HCID 66863282HCID 66863282, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

31.5 g of the tert-butyl ester of 4-[4-(4-(methanesulphonyl)piperazin-1-yl)phenyl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid are placed in 400 ml of dichloromethane and then 333 ml of 4N hydrochloric acid in dioxane are added. After stirring for 16 h under an inert atmosphere, the solvents are evaporated under reduced pressure. Water, a saturated aqueous sodium hydrogencarbonate solution and dichloromethane are added. The aqueous sodium phase is extracted twice with dichloromethane. The organic phases are combined, washed with water and dried over magnesium sulphate and then the solvent is evaporated under reduced pressure. 23.2 g of 1-[4-(4-(methanesulphonyl)piperazin-1-yl)phenyl]-1,2,3,4-tetrahydroquinoxaline are obtained. The product is subsequently used as is without other purification.

Workup

  1. customthe solvents are evaporated under reduced pressure
  2. additionWater, a saturated aqueous sodium hydrogencarbonate solution and dichloromethane are added
  3. extractionThe aqueous sodium phase is extracted twice with dichloromethane
  4. washwashed with water
  5. dry with materialdried over magnesium sulphate
  6. customthe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-2ae001ada5f2421ab344445f73fa6188
Source dataset
uspto-grants-2013_09
Patent number
US08530657B2

Reaction notes

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