HCID 58547355, compound → HCID 58547445, compound

HRID 1850267Notes

Reaction equation

HRID 1850267 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[C:19]([CH:20]3[CH2:23][NH:22][CH2:21]3)=[N:18][CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:19]([CH:20]3[CH2:21][NH:22][CH2:23]3)=[N:18][CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 58547355HCID 58547355, compound

Product 1

HCID 58547445HCID 58547445, compoundYield 92.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-(3-azetidin-3-yl-pyrazin-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (50) (540 mg, 1.7 mmol) in MeOH was added Pd/C (10%, 0.5 g) under nitrogen. The reaction was stirred under hydrogen (30 psi) at RT for 6 h. Filtered to remove Pd/C and concentrated to dryness to give 4-(3-azetidin-3-yl-pyrazin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (51) (502 mg, 1.58 mmol yield 92.9%).

Workup

  1. filtrationFiltered
  2. customto remove Pd/C
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-5a303aa1ed5b41a7a6cbdba9f75ef34d
Source dataset
uspto-grants-2015_02
Patent number
US08957073B2

Reaction notes

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