HCID 68105925, compound → HCID 52914347, compound

HRID 531157Notes

Reaction equation

HRID 531157 reaction equation
C([O:8][C:9]([CH2:11][N:12]1[CH2:25][CH2:24][CH2:23][N:22]2[CH2:26][CH2:27][CH2:28][N:15]([CH2:16][CH2:17][CH2:18][N:19]([CH2:29][C:30]([O:32]CC3C=CC=CC=3)=[O:31])[CH2:20][CH2:21]2)[CH2:14][CH2:13]1)=[O:10])C1C=CC=CC=1>C(O)C.[Pd]>[C:30]([CH2:29][N:19]1[CH2:18][CH2:17][CH2:16][N:15]2[CH2:28][CH2:27][CH2:26][N:22]([CH2:23][CH2:24][CH2:25][N:12]([CH2:11][C:9]([OH:10])=[O:8])[CH2:13][CH2:14]2)[CH2:21][CH2:20]1)([OH:32])=[O:31]

Participants

4

Reactant 1

HCID 68105925HCID 68105925, compound

Product 1

HCID 52914347HCID 52914347, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 21 (3.19 g, 5.94 mmol) in ethanol (120 mL) was added 10% Pd/C (0.96 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 under vacuum to give an oily residue which was triturated with Et2O to provide white solid 16 (2.1 g, 99% yield).

Workup

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

Sources & evidence

ORD record
ord-57cceb7aadab4e97afa5859746e1df45
Source dataset
uspto-grants-2016_05
Patent number
US09353120B2

Reaction notes

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