Sulfamide → 1-(Aminosulfonyl)-N,N-dimethyl-D-prolinamide

HRID 424663Notes

Reaction equation

HRID 424663 reaction equation
[CH3:1][N:2]([CH3:10])[C:3](=[O:9])[C@H:4]1[CH2:8][CH2:7][CH2:6][NH:5]1.[S:11](N)([NH2:14])(=[O:13])=[O:12]>O1CCOCC1>[NH2:14][S:11]([N:5]1[CH2:6][CH2:7][CH2:8][C@@H:4]1[C:3]([N:2]([CH3:10])[CH3:1])=[O:9])(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 82267SulfamideHCID 7021808(2R)-N,N-dimethylpyrrolidine-2-carboxamide

Product 1

HCID 667020511-(Aminosulfonyl)-N,N-dimethyl-D-prolinamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of the subtitle compound of step ii) (2.20 g) in dioxane (25 ml) was added sulfamide (7.20 g) and the mixture heated at reflux for 45 h. The reaction mixture was cooled and adsorbed on to silica gel and then purified by column chromatography (5% methanol/EtOAc) to afford the subtitle compound as an oil. Yield: 1.6 g.

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 45 h
  3. temperatureThe reaction mixture was cooled
  4. custompurified by column chromatography (5% methanol/EtOAc)

Sources & evidence

ORD record
ord-6e5f3436834e445696a07647c4fd9080
Source dataset
uspto-grants-2012_01
Patent number
US08106063B2

Reaction notes

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