HCID 66587157, compound → HCID 66587237, compound

HRID 384847Notes

Reaction equation

HRID 384847 reaction equation
C([O:8][C:9]1[CH:22]=[CH:21][C:12]([CH2:13][NH:14][C:15]([CH:17]2[CH2:20][NH:19][CH2:18]2)=[O:16])=[CH:11][C:10]=1[O:23][CH3:24])C1C=CC=CC=1>C(O)C.C(O)(=O)C.CO.[Pd]>[OH:8][C:9]1[CH:22]=[CH:21][C:12]([CH2:13][NH:14][C:15]([CH:17]2[CH2:18][NH:19][CH2:20]2)=[O:16])=[CH:11][C:10]=1[O:23][CH3:24]

Participants

6

Reactant 1

HCID 66587157HCID 66587157, compound

Product 1

HCID 66587237HCID 66587237, compoundYield 96.6%

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

The N-(4-benzyloxy-3-methoxybenzyl)-3-azetidinecarboxamide (386 mg) of Example 14 (3) was dissolved in a mixture of ethanol (10 ml), acetic acid (0.5 ml) and methanol (5 ml), and 10% palladium on carbon (30 mg) was added thereto to carry out catalytic hydrogenation at room temperature. After 1 hour, the catalyst was filtered and the solvent was evaporated to obtain 270 mg of N-(4-hydroxy-3-methoxybenzyl)-3-azetidinecarboxamide.

Workup

  1. additionwas added
  2. customat room temperature
  3. filtrationthe catalyst was filtered
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-a5824cd5c746496d856d984b35a3bd60
Source dataset
uspto-grants-2013_02
Patent number
US08367835B2

Reaction notes

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