HCID 57753365, compound → 4-(2,3-Dihydro-1H-isoindol-5-yl)-tetrahydro-pyran-4-ol

HRID 225632Notes

Reaction equation

HRID 225632 reaction equation
C([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:17]3([OH:23])[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[CH:14]=2)[CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[CH2:9]1[C:10]2[C:15](=[CH:14][C:13]([C:17]3([OH:23])[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:12][CH:11]=2)[CH2:16][NH:8]1

Participants

4

Reactant 1

HCID 57753365HCID 57753365, compound

Product 1

HCID 577536804-(2,3-Dihydro-1H-isoindol-5-yl)-tetrahydro-pyran-4-olYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution 0.39 mmol 4-(2-benzyl-2,3-dihydro-1H-isoindol-5-yl)-tetrahydro-pyran-4-ol in 20 ml methanol was added 40 mg 10% palladium on charcoal and the mixture was stirred under an atmosphere of hydrogen for 3 h. The reaction mixture was then filtered and the filtrate was concentrated in vacuo to yield the title compound as a yellow solid (100% yield). MS (m/e): 220.3 ([M+H]+, 100%).

Workup

  1. filtrationThe reaction mixture was then filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-339e995f353440878f69c6f08c4012cd
Source dataset
uspto-grants-2009_07
Patent number
US07557114B2

Reaction notes

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