HCID 86679529, compound → HCID 86679530, compound

HRID 1776574Notes

Reaction equation

HRID 1776574 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:25]=[CH:24][C:9]([C:10]([O:12][CH2:13][C:14]([O:16]CC3C=CC=CC=3)=[O:15])=[O:11])=[CH:8][C:7]=2[CH2:26][N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)[CH2:3][CH2:2]1>CO.[Pd]>[CH:1]1([CH2:4][O:5][C:6]2[CH:25]=[CH:24][C:9]([C:10]([O:12][CH2:13][C:14]([OH:16])=[O:15])=[O:11])=[CH:8][C:7]=2[CH2:26][N:27]2[CH2:28][CH2:29][O:30][CH2:31][CH2:32]2)[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 86679529HCID 86679529, compound

Product 1

HCID 86679530HCID 86679530, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(benzyloxy)-2-oxoethyl 4-(cyclopropylmethoxy)-3-(morpholinomethyl)-benzoate (4.55 g, 10.35 mmol) was dissolved in MeOH (50 ml), then Pd/C 5% (1.10 g, 0.340 mmol) was added. The solution was shaken under hydrogen atmosphere at 60 psi on a Parr apparatus for 1 hour. The catalyst was filtered off and the solvent removed under vacuum to give 3.18 g of the desired compound (yield 88%).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-e551d0faa52848eab30b019261ea0134
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

Loading…