HCID 58292807, compound → HCID 58292578, compound

HRID 1798246Notes

Reaction equation

HRID 1798246 reaction equation
C([O:8][C:9]1[C:17]2[CH:16]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[O:15][B:14]([OH:24])[C:13]=2[CH:12]=[C:11]([O:25][C:26]2[CH:31]=[N:30][CH:29]=[CH:28][N:27]=2)[CH:10]=1)C1C=CC=CC=1>CCO.[Pd]>[OH:24][B:14]1[C:13]2[CH:12]=[C:11]([O:25][C:26]3[CH:31]=[N:30][CH:29]=[CH:28][N:27]=3)[CH:10]=[C:9]([OH:8])[C:17]=2[CH:16]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[O:15]1

Participants

4

Reactant 1

HCID 58292807HCID 58292807, compound

Product 1

HCID 58292578HCID 58292578, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl 2-(4-(benzyloxy)-1-hydroxy-6-(pyrazin-2-yloxy)-1,3-dihydrobenzo[c][1,2]-oxaborol-3-yl)acetate (1.61 g, 3.8 mmol) and 10% Pd/C (0.24 g) in EtOH (10 mL) was stirred at room temperature under H2 atmosphere overnight. The reaction mixture was filtrated through a pad of Celite and the filtrate was concentrated in vacuo to give the title compound (0.71 g, yield: 57%).

Workup

  1. filtrationThe reaction mixture was filtrated through a pad of Celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-934b377ab8a5400eafe0e8db2c8dfaa3
Source dataset
uspto-grants-2013_01
Patent number
US08343944B2

Reaction notes

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