HCID 68704494, compound → HCID 58864486, compound

HRID 1177791Notes

Reaction equation

HRID 1177791 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-95b9602e953e43159b41518428116374
Source dataset
uspto-grants-2010_11
Patent number
US07842808B2

Reaction notes

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