tert-Butyl acrylate → HCID 67372476, compound

HRID 401903Notes

Reaction equation

HRID 401903 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]([O:38][C:39](=[O:42])[CH:40]=C)([CH3:37])([CH3:36])[CH3:35]>>[C:34]([O:38][C:39](=[O:42])[CH2:40][CH2:33][N:30]1[CH2:31][CH2:32][CH:27]([O:26][C:10]2[N:9]=[N:8][C:7]([CH2:3][CH2:4][CH2:5][CH3:6])=[C:12]([C:13]3[CH:14]=[CH:15][C:16]([O:19][CH:20]4[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]4)=[CH:17][CH:18]=3)[CH:11]=2)[CH2:28][CH2:29]1)([CH3:37])([CH3:36])[CH3:35]

Participants

3

Reactant 2

HCID 15458tert-Butyl acrylateHCID 53373967HCID 53373967, compound

Product 1

HCID 67372476HCID 67372476, compound

Procedure

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

Workup

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

Sources & evidence

ORD record
ord-7077ad5d6c804646a1f8b8c07361ed4c
Source dataset
uspto-grants-2014_06
Patent number
US08741900B2

Reaction notes

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