Sodium Hydroxide → HCID 86722689, compound

HRID 1480463Notes

Reaction equation

HRID 1480463 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.[C:15](Cl)(=[O:26])[O:16][CH2:17][C:18]1[CH:23]=[C:22]([Cl:24])[CH:21]=[C:20]([Cl:25])[CH:19]=1.[OH-].[Na+]>C(Cl)Cl>[Cl:24][C:22]1[CH:23]=[C:18]([CH:19]=[C:20]([Cl:25])[CH:21]=1)[CH2:17][O:16][C:15]([NH:1][CH:2]1[CH2:3][CH2:4][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:6][CH2:7]1)=[O:26]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 12682914-Amino-1-Boc-piperidineHCID 133055323,5-Dichlorobenzyl Chloroformate

Product 1

HCID 86722689HCID 86722689, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A reaction mixture comprising tert-butyl 4-aminopiperidine-1-carboxylate (1 g, 4.99 mmol), 3,5-dichlorobenzyl carbonochloridate (1.196 g, 4.99 mmol) and sodium hydroxide (250 ml, 499 mmol) in DCM (16.64 ml) was stirred at room temperature for 18 hours. The reaction mixture separated and the organic portion dried over MgSO4, filtered and concentrated under reduced pressure. No further purification was carried out and the material was taken crude to the next step.

Workup

  1. customThe reaction mixture separated
  2. dry with materialthe organic portion dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customNo further purification

Sources & evidence

ORD record
ord-e0955d015d9842efbb0cb15a97bfbcfc
Source dataset
uspto-grants-2016_08
Patent number
US09409895B2

Reaction notes

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