4-Methylmorpholine → HCID 86757766, compound

HRID 1698995Notes

Reaction equation

HRID 1698995 reaction equation
C[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([OH:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:15][CH:14]=1)[C:8]([O-:10])=[O:9].[CH2:26]([S:29](Cl)(=[O:31])=[O:30])[CH2:27][CH3:28].[CH3:33]N1CCOCC1>C(Cl)Cl>[CH3:33][O:10][C:8](=[O:9])[CH:7]([N:11]([CH2:12][C:13]1[CH:14]=[CH:15][C:16]([CH:19]([OH:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:17][CH:18]=1)[S:29]([CH2:26][CH2:27][CH3:28])(=[O:31])=[O:30])[CH2:6][CH2:5][CH2:4][CH2:3][CH3:2]

Participants

5

Reactant 3

HCID 79724-Methylmorpholine2×HCID 662791-Propanesulfonyl chloride2×HCID 86757767HCID 86757767, compound

Product 1

HCID 86757766HCID 86757766, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 7-methyl-{[4-(1-hydroxy-hexyl)-benzyl]-amino}-heptanoate (82.2 mg, 0.235 mmol), 1-propanesulfonyl chloride (29.1 RL, 0.259 mmol) and 4-methylmorpholine (28.5 μL, 0.259 mmol) in CH2Cl2 (10 mL) was stirred at room temperature for 24 h. Additional 1-propanesulfonyl chloride (14.5 μL) and 4-methylmorpholine (14.3 μL) were added, and the reaction was stirred for 5 days. The organic solution was washed consecutively with 5.5% HCl, water, aqueous NaHCO3, and brine. The organic solution was dried (MgSO4), filtered, and concentrated to yield 7-[[(4-(1-hydroxy-hexyl)-benzyl]-(propane-1-sulfonyl)-amino]-heptanoic acid methyl ester which was used in the next step without further purification.

Workup

  1. washThe organic solution was washed consecutively with 5.5% HCl, water, aqueous NaHCO3, and brine
  2. dry with materialThe organic solution was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-1cf7ad62eca047c0bf0657d36378696a
Source dataset
uspto-grants-2002_02
Patent number
US06344485B1

Reaction notes

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