1-Naphthalenesulfonyl chloride → HCID 10249573, compound

HRID 1386026Notes

Reaction equation

HRID 1386026 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][C@H:10]2[CH2:14][CH2:13][CH2:12][NH:11]2)[CH2:4][CH2:3]1.C(N(C(C)C)CC)(C)C.[C:24]1([S:34](Cl)(=[O:36])=[O:35])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1>ClCCl>[CH3:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][C@H:10]2[CH2:14][CH2:13][CH2:12][N:11]2[S:34]([C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:27]=[CH:26][CH:25]=2)(=[O:36])=[O:35])[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 665601-Naphthalenesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 54041338HCID 54041338, compound

Product 1

HCID 10249573HCID 10249573, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (R)-2-[2-(4-Methyl-piperidin-1-yl)ethyl]pyrrolidine (D6) 1 mmol and -diisopropylethylamine (1 mmol) in dichloromethane (10 mL) at 0° C. was added 1-naphthalene sulfonyl chloride. Stirring was continued at room temp. for 12 hours. The solution was washed with 10% aqueous NaOH and brine, dried and concentrated. The residue was purified by chromatography on silica gel to afford the title compound (MH30 387).

Workup

  1. washThe solution was washed with 10% aqueous NaOH and brine
  2. customdried
  3. concentrationconcentrated
  4. customThe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-b50aac176ccd4315b59839b06ce998ba
Source dataset
uspto-grants-2001_07
Patent number
US06265408B1

Reaction notes

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