HCID 58292666, compound → HCID 58292740, compound

HRID 1798162Notes

Reaction equation

HRID 1798162 reaction equation
[OH:1][B:2]1[C:6]2[CH:7]=[C:8]([O:12][C:13]3[CH:18]=[CH:17][N:16]=[C:15]([N+:19]([O-])=O)[CH:14]=3)[CH:9]=[C:10]([CH3:11])[C:5]=2[CH:4]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[O:3]1>N.C(O)C.[Ni]>[NH2:19][C:15]1[CH:14]=[C:13]([O:12][C:8]2[CH:9]=[C:10]([CH3:11])[C:5]3[CH:4]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[O:3][B:2]([OH:1])[C:6]=3[CH:7]=2)[CH:18]=[CH:17][N:16]=1

Participants

5

Reactant 1

HCID 58292666HCID 58292666, compound

Product 1

HCID 58292740HCID 58292740, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 702EthanolSolvent

Procedure

To a solution of ethyl 2-(1-hydroxy-4-methyl-6-(2-nitropyridin-4-yloxy)-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate in 2M ammonia in ethanol was added 1 ml Raney-Nickel (slurry in water). The mixture was stirred at room temperature for 8 hours and then filtered through Celite. The filtrate was evaporated to yield desired product. MS (ESI) m/z=343 [M+H]+.

Workup

  1. filtrationfiltered through Celite
  2. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-38eb819ee38a4fd2a4172e98c2baeaf5
Source dataset
uspto-grants-2013_01
Patent number
US08343944B2

Reaction notes

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