Triethylamine → HCID 66701987, compound

HRID 729651Notes

Reaction equation

HRID 729651 reaction equation
Cl.[CH3:2][N:3]([CH3:11])[C:4](=[O:10])[C@@H:5]1[CH2:9][CH2:8][CH2:7][NH:6]1.C(N(CC)CC)C.[S:19](N)([NH2:22])(=[O:21])=[O:20]>O1CCOCC1>[NH2:22][S:19]([N:6]1[CH2:7][CH2:8][CH2:9][C@H:5]1[C:4]([N:3]([CH3:11])[CH3:2])=[O:10])(=[O:21])=[O:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 82267SulfamideHCID 66702040(S)-N,N-DiMethyl-2-pyrrolidinecarboxaMide HCl

Product 1

HCID 66701987HCID 66701987, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of the subtitle product of step ii) (3.70 g) in dioxane (50 ml) was added triethylamine (2.02 g) and sulfamide (9.96 g). The mixture was heated at reflux for 3 days before the reaction mixture was cooled, filtered and washed with methanol (50 ml). The solvent was evaporated and the residue purified by column chromatography (2% methanol/EtOAc) to afford the subtitle compound as an oil. Yield: 1.70 g.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 3 days before the reaction mixture
  3. temperaturewas cooled
  4. filtrationfiltered
  5. washwashed with methanol (50 ml)
  6. customThe solvent was evaporated
  7. customthe residue purified by column chromatography (2% methanol/EtOAc)

Sources & evidence

ORD record
ord-2a3132969d89435dae62e85bb6e7ceca
Source dataset
uspto-grants-2009_09
Patent number
US07582644B2

Reaction notes

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