HCID 18512201, compound → HCID 18512206, compound

HRID 1370870Notes

Reaction equation

HRID 1370870 reaction equation
[F:1][C:2]1[CH:39]=[C:38]([F:40])[CH:37]=[CH:36][C:3]=1[CH2:4][N:5]([CH2:17][C:18]1[CH:35]=[CH:34][C:21]([O:22][C:23]2[CH:24]=[C:25]([CH:31]=[CH:32][CH:33]=2)[O:26][CH2:27][C:28]([OH:30])=[O:29])=[CH:20][CH:19]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[C:7]=1[CH:15]=[CH2:16]>[Pd]>[NH2:12][C:8]1[C:7]([CH2:15][CH3:16])=[C:6]([N:5]([CH2:17][C:18]2[CH:35]=[CH:34][C:21]([O:22][C:23]3[CH:24]=[C:25]([CH:31]=[CH:32][CH:33]=3)[O:26][CH2:27][C:28]([OH:30])=[O:29])=[CH:20][CH:19]=2)[CH2:4][C:3]2[CH:36]=[CH:37][C:38]([F:40])=[CH:39][C:2]=2[F:1])[CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 1

HCID 18512201HCID 18512201, compound

Product 1

HCID 18512206HCID 18512206, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The product from Example 87D (0.045 g, 0.0784 mmoles) in 1:1 ethyl acetate/TBF (4 mL) was added to a degassed flask charged with 10% palladium on carbon catalyst (0.050 g). Reaction mixture was degassed again and stirred vigorously at room temperature under an atmosphere of hydrogen for one hour. The reaction mixture was filtered through a pad of celite, and filtrate concentrated under reduced pressure to provide the title compound with no further purification (0.035 g, 82%). MS (ESI+) m/z 547 (M+H)+.

Workup

  1. customReaction mixture
  2. customwas degassed again
  3. filtrationThe reaction mixture was filtered through a pad of celite, and filtrate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-01cf119fc49f4435952cb2f1287f2ef4
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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