HCID 131733874, compound → HCID 131733875, compound

HRID 708900Notes

Reaction equation

HRID 708900 reaction equation
[Si:1]([O:8][C@H:9]1[CH2:13][O:12][CH2:11][C@H:10]1[O:14][C:15]1[C:33]([F:34])=[CH:32][C:31]([N+:35]([O-])=O)=[CH:30][C:16]=1[CH2:17][N:18](C)[C:19](=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]1[CH2:13][O:12][CH2:11][C@H:10]1[O:14][C:15]1[C:16]([CH2:17][NH:18][CH3:19])=[CH:30][C:31]([NH2:35])=[CH:32][C:33]=1[F:34])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 131733874HCID 131733874, compound

Product 1

HCID 131733875HCID 131733875, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To 27F (138 mg, 0.372 mmol, 93% yield) in MeOH (5 mL) was added 10% Pd/C (50 mg) and the mixture was hydrogenated (1 atm) for 4 h at rt. The mixture was filtered and concentrated to give 27G (138 mg, 0.372 mmol, 93% yield) as a colorless oil. MS (ESI) m/z: 371.4 (M+H)+.

Workup

  1. customfor 4 h
  2. customat rt
  3. filtrationThe mixture was filtered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-93b4d76611834ded88671c7b70a63c29
Source dataset
uspto-grants-2015_11
Patent number
US09174974B2

Reaction notes

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