(S)-N-(1-{4-[3-(4-Benzyloxy-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide → HCID 86689006, compound

HRID 40501Notes

Reaction equation

HRID 40501 reaction equation
C([O:8][C:9]1[CH:31]=[CH:30][C:12]([O:13][CH:14]2[CH2:17][N:16]([C:18]3[CH:23]=[CH:22][C:21]([C@@H:24]([NH:26][C:27](=[O:29])[CH3:28])[CH3:25])=[CH:20][CH:19]=3)[CH2:15]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH:14]2[CH2:15][N:16]([C:18]3[CH:23]=[CH:22][C:21]([C@@H:24]([NH:26][C:27](=[O:29])[CH3:28])[CH3:25])=[CH:20][CH:19]=3)[CH2:17]2)=[CH:30][CH:31]=1

Participants

4

Reactant 1

HCID 86689007(S)-N-(1-{4-[3-(4-Benzyloxy-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

Product 1

HCID 86689006HCID 86689006, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.3 g (3.12 mmol) (S)—N-(1-{4-[3-(4-Benzyloxy-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide (Ex. 8.5) and 130 mg Pd/C (10%) in 50 mL MeOH are hydrogenated at 3 bar and 50° C. for 12 h. The mixture is filtered and concentrated in vacuo. The residue is titurated with diisopropyl ether to yield the desired product.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0ac63658c6ee4e2187ecb779868332df
Source dataset
uspto-grants-2013_09
Patent number
US08530461B2

Reaction notes

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