Piperidine → HCID 66994670, compound

HRID 2403989Notes

Reaction equation

HRID 2403989 reaction equation
C1C2C(COC(=O)[NH:17][C@H:18]([C:31](=[O:47])[NH:32][CH2:33][CH2:34][N:35]([C:37]([O:39][CH2:40][C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)=[O:38])[CH3:36])[CH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>>[C:27]([O:26][C:24](=[O:25])[NH:23][CH2:22][CH2:21][CH2:20][CH2:19][C@H:18]([NH2:17])[C:31](=[O:47])[NH:32][CH2:33][CH2:34][N:35]([C:37]([O:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:38])[CH3:36])([CH3:30])([CH3:28])[CH3:29]

Participants

3

Reactant 2

HCID 8082PiperidineHCID 66995177HCID 66995177, compound

Product 1

HCID 66994670HCID 66994670, compoundYield 94%

Procedure

To a solution of compound G (2.3 g, 3.49 mmol) in EtOAC (50 ml) was added piperidine (0.34 mL, 3.49 mmol). The reaction mixture was stirred for 18 h at room temperature and then the solvents were removed in vacuo. The residue was dissolved in a minimum amount of EtOAc, and then was precipitated with Et2O. Precipitate was filtered off and washed with Et2O and dried to afford compound H (1.4 g, 94%). LC-MS [M+H] 437.6 (C22H36N4O5+H, calc: 437.5).

Workup

  1. customthe solvents were removed in vacuo
  2. dissolutionThe residue was dissolved in a minimum amount of EtOAc
  3. customwas precipitated with Et2O
  4. filtrationPrecipitate was filtered off
  5. washwashed with Et2O
  6. customdried

Sources & evidence

ORD record
ord-1bab36650fe844f48b7cd5a30a926ef7
Source dataset
uspto-grants-2014_08
Patent number
US08802681B2

Reaction notes

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