HCID 67227683, compound → HCID 136344873, compound

HRID 573195Notes

Reaction equation

HRID 573195 reaction equation
C([O:8][C:9]1[CH:17]=[CH:16][C:15]([F:18])=[C:14]2[C:10]=1[CH:11]=[N:12][N:13]2[CH2:19][O:20][CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24])C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[F:18][C:15]1[C:14]2[N:13]([CH2:19][O:20][CH2:21][CH2:22][Si:23]([CH3:25])([CH3:24])[CH3:26])[N:12]=[CH:11][C:10]=2[C:9]([OH:8])=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 67227683HCID 67227683, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 136344873HCID 136344873, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of EXAMPLE 419C (1.25 g) and 5% palladium on carbon (0.35 g) in ethanol (20 mL) was treated with a balloon of hydrogen. The reaction mixture was stirred overnight. The solid was filtered off. The filtrate was concentrated. The residue was purified by flash chromatography on silica gel to give the title compound.

Workup

  1. filtrationThe solid was filtered off
  2. concentrationThe filtrate was concentrated
  3. customThe residue was purified by flash chromatography on silica gel

Sources & evidence

ORD record
ord-57170aceedd04bc89342288fff692ea9
Source dataset
uspto-grants-2015_05
Patent number
US09029404B2

Reaction notes

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