Piperazin-2-one → HCID 49805872, compound

HRID 1615068Notes

Reaction equation

HRID 1615068 reaction equation
CS(O[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([C:15]([N:17]2[CH2:20][CH:19]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH2:28][C:29]4[CH:34]=[CH:33][C:32]([CH2:35][CH3:36])=[CH:31][CH:30]=4)=[C:23]([O:37][CH3:38])[CH:22]=3)[CH2:18]2)=[O:16])[CH:10]=1)(=O)=O.[NH:39]1[CH2:44][CH2:43][NH:42][CH2:41][C:40]1=[O:45]>C(O)CC>[CH2:35]([C:32]1[CH:31]=[CH:30][C:29]([CH2:28][O:27][C:24]2[CH:25]=[CH:26][C:21]([CH:19]3[CH2:20][N:17]([C:15]([C:11]4[CH:10]=[C:9]([O:8][CH2:7][CH2:6][N:42]5[CH2:43][CH2:44][NH:39][C:40](=[O:45])[CH2:41]5)[CH:14]=[CH:13][N:12]=4)=[O:16])[CH2:18]3)=[CH:22][C:23]=2[O:37][CH3:38])=[CH:34][CH:33]=1)[CH3:36]

Participants

4

Reactant 2

HCID 231360Piperazin-2-oneHCID 59633892HCID 59633892, compound

Product 1

HCID 49805872HCID 49805872, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 2-(2-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine-1-carbonyl}-pyridin-4-yloxy)ethyl methanesulfonate (0.4 g) prepared in Example 6 (1) in 1-propanol (5.0 mL) was added 2-piperazinone (0.22 g). The reaction mixture was stirred at 100° C. for 18 hr. The reaction mixture was concentrated in vacuo. The residue was purified by silica gel chromatography (Developing solvent: chloroform/methanol=8/1 to 7/1) to give the title compound (0.3 g, 76%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe residue was purified by silica gel chromatography (Developing solvent: chloroform/methanol=8/1 to 7/1)

Sources & evidence

ORD record
ord-8e86f9bc402e448090138b5db97b8089
Source dataset
uspto-grants-2014_07
Patent number
US08765739B2

Reaction notes

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