HCID 70856305, compound → HCID 70856333, compound

HRID 1850798Notes

Reaction equation

HRID 1850798 reaction equation
[C:1]([O:5][C:6](=[O:37])[CH2:7][C:8]1[CH:9]=[C:10]([CH3:36])[C:11]([O:14][CH2:15][CH2:16][C@@H:17]2[CH2:19][C@@H:18]2[CH:20]2[CH2:25][CH2:24][N:23](C(OCC3C=CC=CC=3)=O)[CH2:22][CH2:21]2)=[N:12][CH:13]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>CCO.[Pd]>[CH3:36][C:10]1[CH:9]=[C:8]([CH2:7][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:37])[CH:13]=[N:12][C:11]=1[O:14][CH2:15][CH2:16][C@@H:17]1[CH2:19][C@@H:18]1[CH:20]1[CH2:21][CH2:22][NH:23][CH2:24][CH2:25]1

Participants

5

Reactant 2

HCID 70856305HCID 70856305, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70856333HCID 70856333, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Benzyl 4-[(1R,2S)-2-(2-{[5-(2-tert-butoxy-2-oxoethyl)-3-methylpyridin-2-yl]oxy}ethyl)cyclopropyl]piperidine-1-carboxylate (2.6 g, 5.1 mmol) in 30 mL of EtOH was treated with 10% palladium on carbon (300 mg) for 2.5 hrs under 1 atm. of hydrogen gas. The suspension was filtered through a celite pad and concentrated in vacuo to give product used for the next reaction without further purification. LCMS (ESI) m/z 375 [M+H]+.

Workup

  1. filtrationThe suspension was filtered through a celite pad
  2. concentrationconcentrated in vacuo
  3. customto give product
  4. customused for the next reaction without further purification

Sources & evidence

ORD record
ord-e43c4df3eb974fdab8690c3ef8a7387b
Source dataset
uspto-grants-2015_02
Patent number
US08957062B2

Reaction notes

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