HCID 68704494, compound → HCID 58864486, compound

HRID 2250270Notes

Reaction equation

HRID 2250270 reaction equation
[CH3:1][O:2][C:3](=[O:29])[C:4]([NH:18]C(OCC1C=CC=CC=1)=O)=[CH:5][C:6]1[CH:7]=[C:8]2[C:12](=[C:13]([CH:15]([CH3:17])[CH3:16])[CH:14]=1)[NH:11][N:10]=[CH:9]2>CO.[Pd]>[CH3:1][O:2][C:3](=[O:29])[CH:4]([NH2:18])[CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[C:13]([CH:15]([CH3:16])[CH3:17])[CH:14]=1)[NH:11][N:10]=[CH:9]2

Participants

4

Reactant 1

HCID 68704494HCID 68704494, compound

Product 1

HCID 58864486HCID 58864486, compoundYield 90.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-benzyloxycarbonylamino-3-(7-isopropyl-1H-indazol-5-yl)acrylic acid methyl ester (0.35 g, 0.89 mmol) in methanol (7 mL) was flushed with nitrogen, and treated with palladium on charcoal (10%, 35 mg). The flask was flushed with hydrogen and allowed to stir under an atmosphere of hydrogen overnight. The reaction was flushed with nitrogen, filtered through celite, and concentrated. Column chromatography gave 0.21 g (90%) of the desired material.

Workup

  1. customThe flask was flushed with hydrogen
  2. customThe reaction was flushed with nitrogen
  3. filtrationfiltered through celite
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-97f931bd81ce476497aeae697f37c03d
Source dataset
uspto-grants-2008_01
Patent number
US07314883B2

Reaction notes

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