HCID 21474267, compound → HCID 21474258, compound

HRID 2294262Notes

Reaction equation

HRID 2294262 reaction equation
C([O:8][C:9]1[C:14](=[O:15])[CH:13]=[CH:12][N:11]([CH2:16][CH2:17][OH:18])[C:10]=1[CH:19]([OH:29])[C:20]1[CH:28]=[CH:27][C:23]([C:24]([NH2:26])=[O:25])=[CH:22][CH:21]=1)C1C=CC=CC=1>CO.[Pd]>[OH:29][CH:19]([C:10]1[N:11]([CH2:16][CH2:17][OH:18])[CH:12]=[CH:13][C:14](=[O:15])[C:9]=1[OH:8])[C:20]1[CH:21]=[CH:22][C:23]([C:24]([NH2:26])=[O:25])=[CH:27][CH:28]=1

Participants

4

Reactant 1

HCID 21474267HCID 21474267, compound

Product 1

HCID 21474258HCID 21474258, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.7 g of 4-{[3-benzyloxy-1-(2-hydroxy-ethyl)-4-oxo-1,4-dihydro-pyridin-2-yl]-hydroxy-methyl}-benzamide is hydrogenated in 20 ml of methanol over 0.07 g of palladium on carbon (5%) under normal pressure and at room temperature. The catalyst is removed by filtration and the product is recrystallised from methanol, yielding 4-{hydroxy-[3-hydroxy-1-(2-hydroxy-ethyl)-4-oxo-1,4-dihydro-pyridin-2-yl]-methyl}-benzamide in the form of colourless crystals. M.p.: 215.4°-216.5° C.

Workup

  1. customThe catalyst is removed by filtration
  2. customthe product is recrystallised from methanol

Sources & evidence

ORD record
ord-a8333d6e88c74a7689bfebd31461b87e
Source dataset
uspto-grants-1997_11
Patent number
US05688815

Reaction notes

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