HCID 68956100, compound → HCID 57824842, compound

HRID 2387878Notes

Reaction equation

HRID 2387878 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-e2cac6a50eac4db792b9a73d4097d357
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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