HCID 117702317, compound → HCID 71136767, compound

HRID 629921Notes

Reaction equation

HRID 629921 reaction equation
[N:1]([CH2:4][CH2:5][C@@H:6]([C:8]1[N:13]=[C:12]2[N:14]([CH3:23])[C:15](=[O:22])[N:16]([CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])[C:11]2=[CH:10][CH:9]=1)[CH3:7])=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][CH2:4][CH2:5][C@@H:6]([C:8]1[N:13]=[C:12]2[N:14]([CH3:23])[C:15](=[O:22])[N:16]([CH2:17][C:18]([CH3:20])([CH3:19])[CH3:21])[C:11]2=[CH:10][CH:9]=1)[CH3:7]

Participants

4

Reactant 1

HCID 117702317HCID 117702317, compound

Product 1

HCID 71136767HCID 71136767, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

To a stirred solution of 36-3 (0.13 g, 0.43 mmol) in ethanol (7 mL) under N2 was added 10% palladium on carbon (0.03 g, 0.03 mmol) in ethanol. The resulting mixture was flushed several times with H2 gas. The resulting mixture was stirred overnight under a balloon of hydrogen. The mixture was flushed with nitrogen and filtered through celite. The filtrate was concentrated to give 36-4. (0.10 g, 84%). LRMS (ES) (M+H)+: observed=291.2, calculated=291.4.

Workup

  1. customThe resulting mixture was flushed several times with H2 gas
  2. customThe mixture was flushed with nitrogen
  3. filtrationfiltered through celite
  4. concentrationThe filtrate was concentrated
  5. customto give 36-4

Sources & evidence

ORD record
ord-3cc87fabb21646d593a8fcc6852d7a6e
Source dataset
uspto-grants-2016_04
Patent number
US09315518B2

Reaction notes

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