HCID 66634914, compound → HCID 66635320, compound

HRID 510059Notes

Reaction equation

HRID 510059 reaction equation
[CH3:1][O:2][C:3]1[CH:36]=[C:35]([O:37][CH3:38])[CH:34]=[CH:33][C:4]=1[CH2:5][NH:6][C:7]1[C:12]([N+:13]([O-])=O)=[CH:11][N:10]=[C:9]([C:16]2[C:24]3[C:19](=[N:20][CH:21]=[CH:22][CH:23]=3)[N:18]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[F:32])[N:17]=2)[N:8]=1.[H][H]>N1C=CC=CC=1.[Pd]>[CH3:1][O:2][C:3]1[CH:36]=[C:35]([O:37][CH3:38])[CH:34]=[CH:33][C:4]=1[CH2:5][NH:6][C:7]1[C:12]([NH2:13])=[CH:11][N:10]=[C:9]([C:16]2[C:24]3[C:19](=[N:20][CH:21]=[CH:22][CH:23]=3)[N:18]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[F:32])[N:17]=2)[N:8]=1

Participants

5

Reactant 2

HCID 66634914HCID 66634914, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66635320HCID 66635320, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1049PyridineSolvent

Procedure

19.64 g (38.10 mmol) of the compound from example 80A were dissolved in 300 ml of pyridine, 2.00 g of palladium on charcoal (10%) were added and the mixture was hydrogenated at RT and standard hydrogen pressure for 2 h. The mixture was filtered through Celite and washed through with a little pyridine, and the filtrate was concentrated by rotary evaporation on a rotary evaporator. 19.02 g (78% of theory) of the title compound were obtained.

Workup

  1. customwas hydrogenated at RT
  2. filtrationThe mixture was filtered through Celite
  3. washwashed through with a little pyridine
  4. concentrationthe filtrate was concentrated by rotary evaporation on a rotary evaporator

Sources & evidence

ORD record
ord-0c870d90a8c64747a32a2111f556e21a
Source dataset
uspto-grants-2015_08
Patent number
US09096592B2

Reaction notes

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