Sodium Bicarbonate → HCID 58973542, compound

HRID 409592Notes

Reaction equation

HRID 409592 reaction equation
Cl.Cl.[NH2:3][C@H:4]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([N:18]([CH3:20])[CH3:19])(=[O:17])=[O:16])=[CH:11][CH:10]=2)[CH2:5]1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[NH2:3][C@H:4]1[CH2:8][CH2:7][N:6]([C:9]2[CH:10]=[CH:11][C:12]([S:15]([N:18]([CH3:20])[CH3:19])(=[O:16])=[O:17])=[CH:13][CH:14]=2)[CH2:5]1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 67408461HCID 67408461, compound

Product 1

HCID 58973542HCID 58973542, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In ethyl acetate was dissolved 8.39 g of tert-butyl [(S)-1-(4-dimethylsulfamoylphenyl)-pyrrolidin-3-yl]carbamate, 200 ml of a solution of 4M hydrochloric acid in ethyl acetate was added thereto, and the mixture was stirred at room temperature for 3 days. The solvent was evaporated, and then, diethyl ether was added to the residue, and the precipitates were collected by filtration to obtain 4-[(S)-3-aminopyrrolidin-1-yl]-N,N-dimethyl-benzenesulfonamide dihydrochloride. To the 4-[(S)-3-aminopyrrolidin-1-yl]-N,N-dimethyl-benzenesulfonamide dihydrochloride were added a saturated aqueous sodium bicarbonate solution and chloroform, the mixture was stirred and the liquids were separated. The organic layer was dried and concentrated under reduced pressure to obtain 5.85 g of 4-[(S)-3-aminopyrrolidin-1-yl]-N,N-dimethyl-benzenesulfonamide.

Workup

  1. customthe liquids were separated
  2. customThe organic layer was dried
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0b81c71853894d01b4a067a2d4a4c19c
Source dataset
uspto-grants-2014_06
Patent number
US08759387B2

Reaction notes

Loading…