Triethylamine → HCID 21717157, compound

HRID 1386024Notes

Reaction equation

HRID 1386024 reaction equation
[N:1]1([CH:7]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][NH:10]2)[CH3:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[C:22]1([S:32](Cl)(=[O:34])=[O:33])[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][CH:23]=1>ClCCl>[C:22]1([S:32]([N:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH:9]2[CH:7]([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH3:8])(=[O:34])=[O:33])[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 665601-Naphthalenesulfonyl chlorideHCID 21717141HCID 21717141, compound

Product 1

HCID 21717157HCID 21717157, compoundYield 58.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of 2-[1-(piperidinyl)ethyl]piperidine (196 mg, 1 mmol) and triethylamine (0.14 ml, 1 mmol) in dichloromethane (10 ml) cooled by an ice bath, was added dropwise a solution of 1 -naphthalene sulfonyl chloride (226 mg, 1 mmol) in dichloromethane. Stirring continued, allowing the solution to reach room temperature for 24 hours. The solution was washed thoroughly (10% NaOH), and brine, dried (Na2SO4) and concentrated in vacuo to afford a pale yellow oil (225 mg, 58%) M+=387.

Workup

  1. washThe solution was washed thoroughly (10% NaOH), and brine
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f88b2bc47c2941ffb88f9f3adb433b33
Source dataset
uspto-grants-2001_07
Patent number
US06265408B1

Reaction notes

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