Acetyl chloride → HCID 58994978, compound

HRID 536962Notes

Reaction equation

HRID 536962 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:16]#[N:17])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:18][C:19](Cl)=[O:20].CCN(C(C)C)C(C)C>C(Cl)Cl>[C:19]([N:13]1[CH2:14][CH2:15][C:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)([C:16]#[N:17])[CH2:11][CH2:12]1)(=[O:20])[CH3:18]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 574160994-(4-Nitrophenyl)piperidine-4-carbonitrile

Product 1

HCID 58994978HCID 58994978, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-(4-nitro-phenyl)-piperidine-4-carbonitrile (as prepared in the previous step) in CH2Cl2 is treated with CH3COCl and DIEA. The mixture is washed with water, and the organic layer is dried (MgSO4) and concentrated in vacuo. The residue is purified by silica gel chromatography with the appropriate solvent to afford the title compound.

Workup

  1. washThe mixture is washed with water
  2. dry with materialthe organic layer is dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customThe residue is purified by silica gel chromatography with the appropriate solvent

Sources & evidence

ORD record
ord-81221a7f76364e1091b2342ecd4e7187
Source dataset
uspto-grants-2014_10
Patent number
US08859602B2

Reaction notes

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