Hydrochloric Acid → HCID 66755784, compound

HRID 1642146Notes

Reaction equation

HRID 1642146 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:9](Cl)(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8].Cl.[CH3:14][O:15][C:16](=[O:24])[CH2:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][NH:19]1.C(N(CC)CC)C.Cl>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([N:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH:18]2[CH2:17][C:16]([O:15][CH3:14])=[O:24])(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7383Benzenesulfonyl chloride, 3,4-dichloro-HCID 8471TriethylamineHCID 13778732Methyl 2-(piperidin-2-yl)acetate hydrochloride

Product 1

HCID 66755784HCID 66755784, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 3,4-dichlorobenzenesulfonyl chloride (1.88 g, 7.65 mmol) in DCM (15 ml) was added at 0° C. to a solution, cooled to 0° C., of piperidin-2-ylacetic acid methyl ester hydrochloride (1.3 g, 8.4 mmol) in DCM (33 ml) and triethylamine (2.66 ml, 21 mmol), and stirring was then carried out for 90 minutes at room temperature. 0.5 M HCl (20 ml) was then added, and stirring was carried out for a further 15 minutes. The organic phase was separated off, washed with water and dried over sodium sulfate. The solvent was removed using a rotary evaporator and the product was used in the next stage without being purified further. Yield: 1.9 g (63%)

Workup

  1. stirringstirring
  2. waitwas carried out for a further 15 minutes
  3. customThe organic phase was separated off
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. customThe solvent was removed
  7. customa rotary evaporator
  8. customwithout being purified further

Sources & evidence

ORD record
ord-623a01e4931f4c1984e51264e9a356a6
Source dataset
uspto-grants-2012_02
Patent number
US08119633B2

Reaction notes

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