Triethylamine → HCID 59367795, compound

HRID 1643483Notes

Reaction equation

HRID 1643483 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]2[CH2:19][CH2:20][CH2:21][OH:22])(=[O:12])=[O:11])=[C:5]([CH3:23])[CH:4]=1.C(N(CC)CC)C.[CH3:31][S:32](Cl)(=[O:34])=[O:33]>C(Cl)Cl>[CH3:31][S:32]([O:22][CH2:21][CH2:20][CH2:19][CH:14]1[CH2:15][CH2:16][CH2:17][CH2:18][N:13]1[S:10]([C:6]1[C:5]([CH3:23])=[CH:4][C:3]([O:2][CH3:1])=[CH:8][C:7]=1[CH3:9])(=[O:11])=[O:12])(=[O:34])=[O:33]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 59367771HCID 59367771, compound

Product 1

HCID 59367795HCID 59367795, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

3-(1-(4-Methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)propan-1-ol (1.19 mmol, 1 eq) was dissolved in methylene chloride (5 ml), and triethylamine (2.99 mmol, 2.5 eq) and methanesulfonic acid chloride (1.43 mmol, 1.2 eq) were added at 0° C. The mixture was stirred at room temperature for 1 h. The reaction mixture was then diluted with methylene chloride (20 ml), washed with water (10 ml) and saturated sodium chloride solution (8 ml), dried over sodium sulfate and concentrated. The crude product was employed in the next stage without further purification. Yield: 89%

Workup

  1. washwashed with water (10 ml) and saturated sodium chloride solution (8 ml)
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated
  4. customThe crude product was employed in the next stage without further purification

Sources & evidence

ORD record
ord-d330be250e31483cafa033b254eeecef
Source dataset
uspto-grants-2012_02
Patent number
US08119805B2

Reaction notes

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