HCID 59707352, compound → HCID 136160923, compound

HRID 1422873Notes

Reaction equation

HRID 1422873 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([CH2:15][CH2:16][OH:17])[CH:12]=[CH:11][C:10]=1[C:18]1[N:22]([C:23]2[CH:24]=[C:25]3[C:29](=[CH:30][CH:31]=2)[N:28]([CH3:32])[CH:27]=[CH:26]3)[C:21](=[O:33])[NH:20][N:19]=1)C1C=CC=CC=1>CCOC(C)=O.[Pd]>[OH:8][C:9]1[CH:14]=[C:13]([CH2:15][CH2:16][OH:17])[CH:12]=[CH:11][C:10]=1[C:18]1[N:22]([C:23]2[CH:24]=[C:25]3[C:29](=[CH:30][CH:31]=2)[N:28]([CH3:32])[CH:27]=[CH:26]3)[C:21](=[O:33])[NH:20][N:19]=1

Participants

4

Reactant 1

HCID 59707352HCID 59707352, compound

Product 1

HCID 136160923HCID 136160923, compoundYield 83.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The protected triazolone (4) (150 mg, 0.34 mmol) was dissolved in EtOAc (2 ml) and MeoH (2 mL) then palladium (100 mg, 10% on activated carbon) was added. The reaction was stirred under an atmosphere of hydrogen (balloon) at room temperature for 18 h. Filtration through a silcagel plug followed by removal of solvent under reduced pressure produced the desired product as a white solid (100 mg, 83%).

Workup

  1. filtrationFiltration through a silcagel plug
  2. customfollowed by removal of solvent under reduced pressure

Sources & evidence

ORD record
ord-c46752e028f84a8ab4f49f86e84a6d19
Source dataset
uspto-grants-2015_01
Patent number
US08927548B2

Reaction notes

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