1-Methylpiperazine → HCID 42606699, compound

HRID 2092935Notes

Reaction equation

HRID 2092935 reaction equation
[Br:1][C:2]1[C:3]([CH2:20][C:21]([NH:23][N:24]([C:38]2[CH:43]=[CH:42][C:41]([O:44][CH3:45])=[CH:40][CH:39]=2)[C:25]2[C:30]([N:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)=[CH:29][CH:28]=[CH:27][C:26]=2[CH3:37])=[O:22])=[CH:4][C:5]([O:18][CH3:19])=[C:6]([CH:17]=1)[C:7]([O:9]N1C(=O)CCC1=O)=O.[CH3:46][N:47]1[CH2:52][CH2:51][NH:50][CH2:49][CH2:48]1>ClCCl>[CH3:45][O:44][C:41]1[CH:42]=[CH:43][C:38]([N:24]([C:25]2[C:30]([N:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)=[CH:29][CH:28]=[CH:27][C:26]=2[CH3:37])[NH:23][C:21](=[O:22])[CH2:20][C:3]2[CH:4]=[C:5]([O:18][CH3:19])[C:6]([C:7]([N:50]3[CH2:51][CH2:52][N:47]([CH3:46])[CH2:48][CH2:49]3)=[O:9])=[CH:17][C:2]=2[Br:1])=[CH:39][CH:40]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 86647346HCID 86647346, compound

Product 1

HCID 42606699HCID 42606699, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 92 mg of a solution of the compound obtained in stage 8 of Example 1 in 450 μL of dichloromethane, are added at room temperature 82 μL of N-methylpiperazine (5 equivalents). The reaction medium is stirred for 2 hours before being dry evaporated. The obtained white solid is taken up in 10 mL of ethyl acetate. The resulting organic phase is washed several times in water and then with a saturated NaCl solution, dried on sodium sulphate, dry evaporated. The raw product is chromatographed on silica gel (dichloromethane/methanol:98/2) in order to provide 53 mg of the expected compound as a white solid.

Workup

  1. custombefore being dry
  2. customevaporated
  3. washThe resulting organic phase is washed several times in water
  4. dry with materialwith a saturated NaCl solution, dried on sodium sulphate
  5. customdry
  6. customevaporated
  7. customThe raw product is chromatographed on silica gel (dichloromethane/methanol:98/2) in order

Sources & evidence

ORD record
ord-2cdf8fb1d3384eb5a0eac3957abaf137
Source dataset
uspto-grants-2013_05
Patent number
US08440833B2

Reaction notes

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