Triethylamine → HCID 22923690, compound

HRID 1720300Notes

Reaction equation

HRID 1720300 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][S:5](Cl)(=[O:7])=[O:6].[CH:9]1([NH:17][CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][CH:23]([O:26][CH2:27][O:28][CH3:29])[CH2:22][CH2:21]2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.C(N(CC)CC)C>ClCCl>[Cl:1][CH2:2][CH2:3][CH2:4][S:5]([N:17]([CH2:18][CH2:19][N:20]1[CH2:21][CH2:22][CH:23]([O:26][CH2:27][O:28][CH3:29])[CH2:24][CH2:25]1)[CH:9]1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1)(=[O:7])=[O:6]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 154103-Chloropropanesulphonyl chlorideHCID 22923702HCID 22923702, compound

Product 1

HCID 22923690HCID 22923690, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.49 ml of 3-chloropropanesulfonyl chloride was dropwise added, at 0° C., to a solution of 1.19 g of 1-(2-cyclooctylaminoethyl)-4-methoxymethoxypiperidine and 0.67 ml of triethylamine in 10 ml of dichloromethane. The mixture was stirred at room temperature for 1 day. The reaction mixture was washed with water and dried with magnesium sulfate. The solvent was removed by distillation. The resulting residue was purified by silica gel column chromatography (eluant: 2% methanol/dichloromethane) to obtain 1.2 g of 1-{2-[N-(3-chloropropylsulfonyl)-N-cyclooctylamino]-ethyl}-4-methoxymethoxypiperidine.

Workup

  1. washThe reaction mixture was washed with water
  2. dry with materialdried with magnesium sulfate
  3. customThe solvent was removed by distillation
  4. customThe resulting residue was purified by silica gel column chromatography (eluant: 2% methanol/dichloromethane)

Sources & evidence

ORD record
ord-3fcf7d63b00644e28a447df26426c1a6
Source dataset
uspto-grants-1996_04
Patent number
US05506239

Reaction notes

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