Acetyl chloride → HCID 66798964, compound

HRID 1193308Notes

Reaction equation

HRID 1193308 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][CH2:10][CH:9]([CH2:13][NH:14]C(=O)OC(C)(C)C)[CH2:8]2)=[CH:3][CH:2]=1.C([Cl:25])(=O)C>C(O)C.C(OCC)C>[ClH:25].[ClH:25].[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][CH2:10][CH:9]([CH2:13][NH2:14])[CH2:8]2)=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 66805430HCID 66805430, compound

Product 1

HCID 66798964HCID 66798964, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

tert-Butyl (1-(pyridin-4-yl)piperidin-3-yl)methylcarbamate (0.35 g, 1.2 mmol, 1 eq) was dissolved in ethanol (4 ml), and acetyl chloride (0.42 ml, 6.0 mmol, 5 eq) was added, while cooling with ice. The reaction solution was stirred for 12 h at RT and then diluted with diethyl ether (20 ml). The resulting white solid was filtered off and dried in vacuo. Yield: 79%.

Workup

  1. temperaturewhile cooling with ice
  2. filtrationThe resulting white solid was filtered off
  3. customdried in vacuo

Sources & evidence

ORD record
ord-a247cb300d77405ead48bc9e95eeb7a1
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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