HCID 72782085, compound → HCID 6918801, compound

HRID 1881382Notes

Reaction equation

HRID 1881382 reaction equation
C([O:8][NH:9][C:10](=[O:30])[C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:29])[CH:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:20]([CH3:22])[CH3:21])=[CH:13][CH:12]=1)C1C=CC=CC=1.[H][H]>CO.C1COCC1.[Pd]>[OH:8][NH:9][C:10](=[O:30])[C:11]1[CH:12]=[CH:13][C:14]([NH:17][C:18](=[O:29])[CH:19]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:20]([CH3:22])[CH3:21])=[CH:15][CH:16]=1

Participants

5

Reactant 2

HCID 72782085HCID 72782085, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 6918801HCID 6918801, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

Compound 3 (6.1 g; 15.2 mmol) was dissolved in 1:1 methanol/THF (120 ml), and 10% palladium on charcoal (0.6 g, 10% w/w) was added. The mixture was treated with hydrogen under atmospheric pressure for 2 h, and filtered. The solvent was evaporated and the residue was recrystallized with ethyl acetate, yielding 4.2 g (90% yield).

Workup

  1. additionwas added
  2. filtrationfiltered
  3. customThe solvent was evaporated
  4. customthe residue was recrystallized with ethyl acetate
  5. customyielding 4.2 g (90% yield)

Sources & evidence

ORD record
ord-169135401a3546fa873dd0935107f552
Source dataset
uspto-grants-2012_11
Patent number
US08318808B2

Reaction notes

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