HCID 86704975, compound → HCID 86704978, compound

HRID 572167Notes

Reaction equation

HRID 572167 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:19]3=[N:20][CH:21]=[CH:22][CH:23]=[C:18]3[C:17]([O:24][CH3:25])=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].CO>[CH3:25][O:24][C:17]1[C:18]2[C:19](=[N:20][CH:21]=[CH:22][CH:23]=2)[N:15]([C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=2)[N:16]=1

Participants

4

Reactant 1

HCID 86704975HCID 86704975, compound

Product 1

HCID 86704978HCID 86704978, compoundYield 62.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 1-[4-(benzyloxy)phenyl]-3-methoxy-1H-pyrazolo[3,4-b]pyridine (1.1 g) and 10% palladium on carbon (containing water (50%), 0.10 g) in methanol (50 ml) was stirred for 3 hr under a hydrogen atmosphere at room temperature. The reaction mixture was filtered through celite, and the filtrate was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.50 g).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. customthe filtrate was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-89a34f337491435ebb79d362bcd2016e
Source dataset
uspto-grants-2015_05
Patent number
US09029388B2

Reaction notes

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