HCID 68956100, compound → HCID 57824842, compound

HRID 1617226Notes

Reaction equation

HRID 1617226 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][C@@H:9]([CH2:12][CH2:13][CH3:14])[CH2:10][OH:11])[C:5]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][C:23]([O:25][CH2:26][CH:27]3[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]3)=[O:24])=[CH:18][C:17]=2[O:34]CC2C=CC=CC=2)=[C:4]([CH3:42])[N:3]=1>CCOC(C)=O.[Pd]>[NH2:1][C:2]1[N:7]=[C:6]([NH:8][C@@H:9]([CH2:12][CH2:13][CH3:14])[CH2:10][OH:11])[C:5]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][C:23]([O:25][CH2:26][CH:27]3[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]3)=[O:24])=[CH:18][C:17]=2[OH:34])=[C:4]([CH3:42])[N:3]=1

Participants

4

Reactant 1

HCID 68956100HCID 68956100, compound

Product 1

HCID 57824842HCID 57824842, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent2×

Procedure

The product from step (ii) (100 mg) was dissolved in EtOAc (10 mL) and Pd/C (73.9 mg) in EtOAc (1 mL) was added and the reaction stirred under hydrogen (4 bar) at rt for 16 h. The catalyst was filtered off and the solvents were evaporated. The crude product was purified by RPHPLC to give the title compound as a white solid, 22 mg.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvents were evaporated
  3. customThe crude product was purified by RPHPLC

Sources & evidence

ORD record
ord-35f7eeee311f49d784d3b73f55290f0b
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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