HCID 178525118, compound → HCID 178517863, compound

HRID 1469131Notes

Reaction equation

HRID 1469131 reaction equation
[OH:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]2[CH2:12][CH2:11][C@:10]3([CH2:17][CH2:16][CH2:15][N:14](C(OCC4C=CC=CC=4)=O)[CH2:13]3)[C:9]2=[O:28])[CH2:4][CH2:3]1>CO.[Pd]>[OH:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]2[CH2:12][CH2:11][C@:10]3([CH2:17][CH2:16][CH2:15][NH:14][CH2:13]3)[C:9]2=[O:28])[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 178525118HCID 178525118, compound

Product 1

HCID 178517863HCID 178517863, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyl (5S)-2-(cis-4-hydroxycyclohexyl)-1-oxo-2,7-diazaspiro[4.5]decane-7-carboxylate prepared in Step 5 (0.266 g, 0.000688 mol) was dissolved in methanol (5.0 mL) and stirred under an atmosphere of hydrogen in the presence of 10% palladium on carbon (Aldrich, cat #: 520888) (20.0 mg) at r.t. for 2 h. The reaction mixture was filtered and the volatile solvents were removed under reduced pressure to afford the desired product in quantitative yield. LC/MS m/e 253.2 (M+H)+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe volatile solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-a9110b388e1a4413be5c3ece9f6bf452
Source dataset
uspto-grants-2015_04
Patent number
US09006260B2

Reaction notes

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