HCID 131733871, compound → HCID 123445604, compound

HRID 708879Notes

Reaction equation

HRID 708879 reaction equation
[Si:1]([O:8][C@@H:9]([CH:35]1[CH2:37][CH2:36]1)[CH2:10][O:11][C:12]1[C:30]([F:31])=[CH:29][C:28]([N+:32]([O-])=O)=[CH:27][C:13]=1[CH2:14][N:15](C)[C:16](=O)OCC1C=CC=CC=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>CO.[Pd]>[Si:1]([O:8][C@@H:9]([CH:35]1[CH2:36][CH2:37]1)[CH2:10][O:11][C:12]1[C:13]([CH2:14][NH:15][CH3:16])=[CH:27][C:28]([NH2:32])=[CH:29][C:30]=1[F:31])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 131733871HCID 131733871, compound

Product 1

HCID 123445604HCID 123445604, compoundYield 97.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 21F (92 mg, 0.173 mmol) in MeOH (5 mL) was added 10% Pd—C (50 mg, 0.047 mmol). The mixture was evacuated and flushed with H2 (3×), then was stirred under a balloon of H2 for 5 h. The mixture was filtered and concentrated to give 21G (62 mg, 0.168 mmol, 97% yield). MS (ESI) m/z: 369.4 (M+H)+.

Workup

  1. customThe mixture was evacuated
  2. customflushed with H2 (3×)
  3. filtrationThe mixture was filtered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-67e575ef6039453791bef7db829377df
Source dataset
uspto-grants-2015_11
Patent number
US09174974B2

Reaction notes

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