HCID 59536939, compound → HCID 59536726, compound

HRID 220648Notes

Reaction equation

HRID 220648 reaction equation
C([N:8](CC1C=CC=CC=1)[CH:9]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1)[CH:10]([OH:15])[C:11]([F:14])([F:13])[F:12])C1C=CC=CC=1.[H][H]>CO.[OH-].[OH-].[Pd+2]>[NH2:8][CH:9]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:23])([F:24])[F:25])[CH:17]=1)[CH:10]([OH:15])[C:11]([F:12])([F:14])[F:13]

Participants

5

Reactant 2

HCID 59536939HCID 59536939, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59536726HCID 59536726, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

In a continuous-flow hydrogenation apparatus (H-Cube from Thales Nano, Budapest, Model HC-2-SS), a solution of 168 mg (0.37 mmol) of the compound from Example 98A in 50 ml of methanol was hydrogenated (conditions: Pd(OH)2/C cartridge, flow rate of 1 ml/min, RT, standard hydrogen pressure). The reaction mixture was concentrated on a rotary evaporator and the residue was briefly dried in an HV. This was the title compound (93 mg, 92% of theory).

Workup

  1. concentrationThe reaction mixture was concentrated on a rotary evaporator
  2. customthe residue was briefly dried in an HV

Sources & evidence

ORD record
ord-4a21d55ef0b34d0fbc39fcf63fad85de
Source dataset
uspto-grants-2012_06
Patent number
US08202895B2

Reaction notes

Loading…