Hydrogen Peroxide → HCID 67981050, compound

HRID 1520044Notes

Reaction equation

HRID 1520044 reaction equation
[CH3:1][O:2][C:3]1[CH:46]=[CH:45][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][C:13](B4OC(C)(C)C(C)(C)O4)=[CH:14][CH:15]=3)[C:10]([C:26]3[N:27]=[N:28][N:29]([C:31]4[CH:36]=[CH:35][C:34]([C:37]([N:39]5[CH2:44][CH2:43][O:42][CH2:41][CH2:40]5)=[O:38])=[CH:33][CH:32]=4)[CH:30]=3)=[N:9]2)=[CH:5][CH:4]=1.[OH:47]O>CCOC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][C:13]([OH:47])=[CH:14][CH:15]=3)[C:10]([C:26]3[N:27]=[N:28][N:29]([C:31]4[CH:36]=[CH:35][C:34]([C:37]([N:39]5[CH2:44][CH2:43][O:42][CH2:41][CH2:40]5)=[O:38])=[CH:33][CH:32]=4)[CH:30]=3)=[N:9]2)=[CH:45][CH:46]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 67981115HCID 67981115, compound

Product 1

HCID 67981050HCID 67981050, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 1-(4-methoxybenzyl)-3-{1-[4-(morpholin-4-ylcarbonyl)phenyl]-1H-1,2,3-triazol-4-yl}-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (239 mg; 0.39 mmol; 1.0 eq.) and hydrogen peroxide (52 mg, 1.54 mmol, 4 eq.) in EtOAc (4.8 mL) was stirred O/N at RT. Solvent was removed under reduced pressure and the crude was purified by preparative HPLC to give the title compound as a white powder (135 mg, 69%). UPLC/MS: (MS+) 511.1.

Workup

  1. customSolvent was removed under reduced pressure
  2. customthe crude was purified by preparative HPLC

Sources & evidence

ORD record
ord-66fe813702124b998f50ff66f531f336
Source dataset
uspto-grants-2015_07
Patent number
US09073892B2

Reaction notes

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