Reaction equation
[CH3:1][C:2]([Si:5]([CH3:37])([CH3:36])[O:6][CH2:7][C@@H:8]([O:10][C:11]1[CH:12]=[C:13]([CH:25]=[C:26]([O:28]CC2C=CC=CC=2)[CH:27]=1)[C:14]([NH:16][C:17]1[CH:21]=[CH:20][N:19]([CH:22]([CH3:24])[CH3:23])[N:18]=1)=[O:15])[CH3:9])([CH3:4])[CH3:3]>C1COCC1>[CH3:1][C:2]([Si:5]([CH3:37])([CH3:36])[O:6][CH2:7][C@@H:8]([O:10][C:11]1[CH:12]=[C:13]([CH:25]=[C:26]([OH:28])[CH:27]=1)[C:14]([NH:16][C:17]1[CH:21]=[CH:20][N:19]([CH:22]([CH3:24])[CH3:23])[N:18]=1)=[O:15])[CH3:9])([CH3:4])[CH3:3]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 3-[((1S)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-methylethyl)oxy]-N-[1-(1-methylethyl)-1H-pyrazol-3-yl]-5-[(phenylmethyl)oxy]benzamide (1.97 g, 3.77 mmol) and THF (70 mL) was evacuated and purged with Argon (×3). Palladium on carbon (10% w/w, 400 mg) was added and reaction mixture was evacuated and finally purged with hydrogen gas. Reaction mixture was left to stir at ambient temperature under hydrogen for 16 hours. The palladium on carbon was filtered off and concentrated in vacuo to give the product as a colourless oil (1.58 g, 97%).
Workup
- custompurged with Argon (×3)
- additionPalladium on carbon (10% w/w, 400 mg) was added
- customreaction mixture
- customwas evacuated
- customfinally purged with hydrogen gas
- customReaction mixture
- waitwas left
- filtrationThe palladium on carbon was filtered off
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-4c520b102aa84064aa5a8d8790fd914a
- Source dataset
- uspto-grants-2010_01
- Patent number
- US07642263B2
Linked notes
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