Sodium hydride → HCID 90462975, compound

HRID 588831Notes

Reaction equation

HRID 588831 reaction equation
[Cl:1][C:2]1[C:20]([Cl:21])=[CH:19][C:5]([CH2:6][NH:7][C:8]([CH:10]2[CH2:15][CH2:14][N:13](C([O-])=O)[CH2:12][CH2:11]2)=[O:9])=[C:4]([O:22][CH3:23])[CH:3]=1.Cl.CO.[H-].[Na+]>>[Cl:1][C:2]1[C:20]([Cl:21])=[CH:19][C:5]([CH2:6][NH:7][C:8]([CH:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)=[O:9])=[C:4]([O:22][CH3:23])[CH:3]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 21893726Hydrochloride methanolHCID 131734450HCID 131734450, compound

Product 1

HCID 90462975HCID 90462975, compoundYield 106.4%

Procedure

The mixture of 4-((4,5-dichloro-2-methoxybenzyl)carbamoyl)piperidine-1-carboxylate (987 mg, 2.37 mmol) in HCl/MeOH (20 mL, 57.2 mmol) was stirred at room temperature for 1 h. Then the solvent was evaporated in vacuo and the residue was dissolved with dichloromethane (5 mL). To this mixture, NaH (85 mg, 3.55 mmol) was added. Then the resulting mixture was stirred at room temperature for 30 min. The solvent was removed under reduced pressure to yield the crude product (800 mg).

Workup

  1. customThen the solvent was evaporated in vacuo
  2. dissolutionthe residue was dissolved with dichloromethane (5 mL)
  3. stirringThen the resulting mixture was stirred at room temperature for 30 min
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-9830fee178764bf4811448cd152d6681
Source dataset
uspto-grants-2016_01
Patent number
US09227978B2

Reaction notes

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