Acrylonitrile → HCID 67374206, compound

HRID 401904Notes

Reaction equation

HRID 401904 reaction equation
Cl.Cl.[CH2:3]([C:7]1[N:8]=[N:9][C:10]([O:26][CH:27]2[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]2)=[CH:11][C:12]=1[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)=[CH:15][CH:14]=1)[CH2:4][CH2:5][CH3:6].[C:34](#[N:37])[CH:35]=C>>[CH2:3]([C:7]1[N:8]=[N:9][C:10]([O:26][CH:27]2[CH2:32][CH2:31][N:30]([CH2:33][CH2:35][C:34]#[N:37])[CH2:29][CH2:28]2)=[CH:11][C:12]=1[C:13]1[CH:14]=[CH:15][C:16]([O:19][CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)=[CH:17][CH:18]=1)[CH2:4][CH2:5][CH3:6]

Participants

3

Reactant 2

HCID 7855AcrylonitrileHCID 53373967HCID 53373967, compound

Product 1

HCID 67374206HCID 67374206, compound

Procedure

A mixture of 3-butyl-4-(4-cyclohexyloxy-phenyl)-6-(piperidin-4-yloxy)-pyridazine (Example 14, 0.244 mmol, 100 mg) and acrylonitrile (1 mL) may be stirred at room temperature for 20 h. The organic solvent may be removed in vacuo, and the residue may be purified by column chromatography on silica gel using 1-2% of MeOH in DCM to provide 3-{4-[6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazin-3-yloxy]-piperidin-1-yl}-propionitrile.

Workup

  1. customThe organic solvent may be removed in vacuo
  2. customthe residue may be purified by column chromatography on silica gel using 1-2% of MeOH in DCM

Sources & evidence

ORD record
ord-e961815d2d874f3295ff0f8618362070
Source dataset
uspto-grants-2014_06
Patent number
US08741900B2

Reaction notes

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