HCID 123303753, compound → HCID 67963291, compound

HRID 1505456Notes

Reaction equation

HRID 1505456 reaction equation
[N:1]([C:4]1[C:9]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:8][N:7]=[C:6]([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:5]=1)=[N+]=[N-].[H][H]>CN(C=O)C.[Pd]>[NH2:1][C:4]1[C:9]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:8][N:7]=[C:6]([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:5]=1

Participants

5

Reactant 2

HCID 123303753HCID 123303753, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67963291HCID 67963291, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

10.15 g (23.482 mmol) of the crude product from Example 18A were hydrogenated overnight in DMF (400 ml) using palladium on carbon (10%) at a hydrogen pressure of 1 atmosphere. The mixture was then filtered through Celite and concentrated. The residue was used without further purification for the next step.

Workup

  1. filtrationThe mixture was then filtered through Celite
  2. concentrationconcentrated
  3. customThe residue was used without further purification for the next step

Sources & evidence

ORD record
ord-e129101a0ac347cdb1dbb131400ce836
Source dataset
uspto-grants-2015_12
Patent number
US09216978B2

Reaction notes

Loading…