1-Benzylpyrrolidin-3-yl methanesulfonate → HCID 19005960, compound

HRID 1742998Notes

Reaction equation

HRID 1742998 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10](OS(C)(=O)=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[K].[NH:19]1[CH:23]=[N:22][C-:21]=[N:20]1>CN(C)C=O>[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([N:19]2[CH:23]=[N:22][CH:21]=[N:20]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 98998111-Benzylpyrrolidin-3-yl methanesulfonateHCID 131718653HCID 131718653, compound

Product 1

HCID 19005960HCID 19005960, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2.55 g (10 mmole) of N-benzyl-3-[(methyl-sulphonyl)oxy]pyrrolidine in 100 ml of dimethylformamide was added 3.21 g of potassium-1,2,4-triazolide and the reaction mixture was heated at 85°-90° C. overnight. The same work up and purification procedure described in Example U afforded 1.32 g (15% methanol-ethyl acetate as solvent) of the title product. 1H NMR (CDCl3) δ: 8.3 (S, 1H), 7.93 (S, 1H), 7.6-7.1 (m, 5H), 5.2-4.6 (m, 1H), 3.67 (S, 2H), 3.23-2 (m, 6H).

Workup

  1. temperaturethe reaction mixture was heated at 85°-90° C. overnight
  2. customThe same work up and purification procedure

Sources & evidence

ORD record
ord-1888e5bb18d34505b0456a75a8a5663c
Source dataset
uspto-grants-1994_08
Patent number
US05342846

Reaction notes

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