HCID 66698120, compound → N-methylpyrrolidine-3-sulfonamide
Reaction equation
[CH3:1][NH:2][S:3]([CH:6]1[CH2:10][CH2:9][N:8](C(OCC2C=CC=CC=2)=O)[CH2:7]1)(=[O:5])=[O:4]>CO.[Pd]>[CH3:1][NH:2][S:3]([CH:6]1[CH2:10][CH2:9][NH:8][CH2:7]1)(=[O:5])=[O:4]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of the above benzyl carbamate (173 mg, 0.580 mmol) and 10% Pd on carbon in MeOH (15 mL) was hydrogenated for 24 hrs. The reaction mixture was filtered through celite, the celite pad was washed with MeOH, and the solvent was removed under vacuum to give N-methyl-3-pyrrolidinesulfonamide (92 mg, 97%) which was used in the next step without further purification. 1H NMR (DMSO-d6) δ 6.89 (br s, 1H), 3.62 (qd, J=8.9, 6.3 Hz, 1H), 2.99 (m, 2H), 2.82 (m, 1H), 2.72 (m, 1H), 2.59 (s, 3H), 1.95 (m, 2H).
Workup
- filtrationThe reaction mixture was filtered through celite
- washthe celite pad was washed with MeOH
- customthe solvent was removed under vacuum
Sources & evidence
- ORD record
- ord-e2c67f482835457bbbf7b03c4b93cecf
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08461158B2
Reaction notes
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