HCID 90416587, compound → HCID 90417049, compound

HRID 633529Notes

Reaction equation

HRID 633529 reaction equation
[F:1][C:2]1[CH:29]=[CH:28][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][C:8]=2[C:16]2[C:24]3[C:19](=[C:20]([O:25][CH3:26])[N:21]=[CH:22][CH:23]=3)[N:18]([CH3:27])[CH:17]=2)=[CH:4][CH:3]=1>O1CCCC1.[Pd]>[F:1][C:2]1[CH:29]=[CH:28][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][C:8]=2[C:16]2[C:24]3[C:19](=[C:20]([O:25][CH3:26])[N:21]=[CH:22][CH:23]=3)[N:18]([CH3:27])[CH:17]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 90416587HCID 90416587, compound

Product 1

HCID 90417049HCID 90417049, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of Example 15A (167 mg, 0.425 mmol) in tetrahydrofuran (20 mL) was added to 10% palladium on carbon (34 mg, 0.319 mmol) in a 50 mL pressure bottle and stirred at ambient temperature under hydrogen at 30 psi for 1 hour. The solution was filtered through a syringe filter and concentrated to give the title compound (152 mg, 99%).

Workup

  1. filtrationThe solution was filtered through a syringe
  2. filtrationfilter
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-613fe2c0ec9248a39b8ff7a987f7107e
Source dataset
uspto-grants-2016_04
Patent number
US09321764B2

Reaction notes

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