Acetyl chloride → HCID 58994978, compound

HRID 1054281Notes

Reaction equation

HRID 1054281 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-514b8fb878e147c4a0f94be54cb85c1c
Source dataset
uspto-grants-2016_07
Patent number
US09394289B2

Reaction notes

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