HCID 52914246, compound → HCID 52914245, compound

HRID 531164Notes

Reaction equation

HRID 531164 reaction equation
[C:1]([CH2:8][N:9]1[CH2:20][CH2:19][N:18]2[CH2:21][CH:22]([CH2:24][C:25]3[CH:30]=[CH:29][C:28]([N+:31]([O-])=O)=[CH:27][CH:26]=3)[CH2:23][N:12]([CH2:13][CH2:14][N:15]([CH2:34][C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:16][CH2:17]2)[CH2:11][CH2:10]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>C(O)C.[Pd]>[C:35]([CH2:34][N:15]1[CH2:14][CH2:13][N:12]2[CH2:23][CH:22]([CH2:24][C:25]3[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][CH:26]=3)[CH2:21][N:18]([CH2:19][CH2:20][N:9]([CH2:8][C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2])[CH2:10][CH2:11]2)[CH2:17][CH2:16]1)([O:37][C:38]([CH3:40])([CH3:39])[CH3:41])=[O:36]

Participants

4

Reactant 1

HCID 52914246HCID 52914246, compound

Product 1

HCID 52914245HCID 52914245, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of compound 31 (4.18 g, 7.26 mmol) in ethanol (100 mL) was added 10% Pd/C (1.25 g). The resulting mixture was stirred under H2 (g) atmosphere at room temperature for 12 hours. The reaction mixture was filtered through a celite pad and washed with ethanol (2×20 mL) The combined filtrate was evaporated in vacuo to give an oily residue which was triturated with Et2O to provide an off-white solid 32 (3.88 g, 98% yield).

Workup

  1. filtrationThe reaction mixture was filtered through a celite pad
  2. washwashed with ethanol (2×20 mL) The combined filtrate
  3. customwas evaporated in vacuo
  4. customto give an oily residue which
  5. customwas triturated with Et2O

Sources & evidence

ORD record
ord-3ed682a901de4e198015e051ffc3d2e7
Source dataset
uspto-grants-2016_05
Patent number
US09353120B2

Reaction notes

Loading…