Triethylamine → HCID 67455582, compound

HRID 2199607Notes

Reaction equation

HRID 2199607 reaction equation
Cl.[O:2]=[C:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH:4]1[C:9]([O:11][CH3:12])=[O:10].CCN(CC)CC.[S:20](Cl)([CH3:23])(=[O:22])=[O:21]>C(Cl)Cl.CCOC(C)=O>[CH3:23][S:20]([N:6]1[CH2:7][CH2:8][C:3](=[O:2])[CH:4]([C:9]([O:11][CH3:12])=[O:10])[CH2:5]1)(=[O:22])=[O:21]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 2724028Methyl 4-oxopiperidine-3-carboxylate hydrochloride

Product 1

HCID 67455582HCID 67455582, compoundYield 23%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 1 g (6.36 mmol) of methyl 4-oxopiperidine-3-carboxylate hydrochloride and 2.2 mL of Et3N in 12 mL of DCM is added dropwise at room temperature 0.5 mL of mesyl chloride. The reaction medium is stirred for 1 hour and then taken up in 50 mL of EtOAc, washed with 20 mL of water and 20 mL of brine and then dried over Na2SO4, filtered and concentrated under reduced pressure. 0.35 g of methyl 1-(methylsulfonyl)-4-oxopiperidine-3-carboxylate is obtained.

Workup

  1. washwashed with 20 mL of water and 20 mL of brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b6723452af24464990d2e3813737322a
Source dataset
uspto-grants-2016_06
Patent number
US09359329B2

Reaction notes

Loading…