HCID 44541024, compound → HCID 44541025, compound

HRID 402561Notes

Reaction equation

HRID 402561 reaction equation
C([O:8][NH:9][C:10]([C:12]1[C:17]([O:18]CC2C=CC=CC=2)=[C:16]([CH2:26][OH:27])[C:15]([C:28]([NH:30][CH2:31][C:32]2[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=2)=[O:29])=[CH:14][N:13]=1)=[O:11])C1C=CC=CC=1>[Pd].CO>[OH:8][NH:9][C:10]([C:12]1[C:17]([OH:18])=[C:16]([CH2:26][OH:27])[C:15]([C:28]([NH:30][CH2:31][C:32]2[CH:33]=[CH:34][C:35]([O:38][CH3:39])=[CH:36][CH:37]=2)=[O:29])=[CH:14][N:13]=1)=[O:11]

Participants

4

Reactant 1

HCID 44541024HCID 44541024, compound

Product 1

HCID 44541025HCID 44541025, compoundYield 90.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The product of example 5 (0.010 g, 0.019 mmol, 1 eq) and 10% Pd/C catalyst (5 mg) were stirred in 4.0 mL of methanol under an atmosphere of hydrogen for 1 hour. The catalyst was filtered and reaction mixture was concentrated under vacuum yielding 0.006 g of N2,3-dihydroxy-4-(hydroxymethyl)-N5-(4-methoxybenzyl)pyridine-2,5-dicarboxamide (85% yield) as a white solid; MS-ESI m/z 348 [MH]+.

Workup

  1. filtrationThe catalyst was filtered
  2. customreaction mixture
  3. concentrationwas concentrated under vacuum

Sources & evidence

ORD record
ord-9279251058a64d59960a9fa863b0bb9b
Source dataset
uspto-grants-2014_06
Patent number
US08742123B2

Reaction notes

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