HCID 66921313, compound → HCID 66921320, compound

HRID 1949087Notes

Reaction equation

HRID 1949087 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][C:14]([NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])([C:17](=[O:27])[NH:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][CH3:26])=[CH:21][CH:20]=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CO.[Pd]>[C:32]([O:31][C:29](=[O:30])[NH:28][C:14]1([C:17](=[O:27])[NH:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][CH3:26])=[CH:21][CH:20]=2)[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]1)([CH3:34])([CH3:33])[CH3:35]

Participants

4

Reactant 1

HCID 66921313HCID 66921313, compound

Product 1

HCID 66921320HCID 66921320, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2.86 g (5.9 mmol) 4-tert-Butoxycarbonylamino-4-(4-ethyl-phenylcarbamoyl)-piperidine-1-carboxylic acid benzyl ester (example 132, step 1) in 70 mL methanol was hydrogenated over 290 mg Pd/C (10%) with H2 (1 bar) for 2 h at room temperature. After filtration the filtrate was evaporated to dryness to yield after drying under high vacuum 2.05 g (99%) of the title compound as off-white solid. MS (m/e): 348.3 [(M+H)+].

Workup

  1. filtrationAfter filtration the filtrate
  2. customwas evaporated to dryness
  3. customto yield
  4. dry with materialafter drying under high vacuum 2.05 g (99%) of the title compound as off-white solid

Sources & evidence

ORD record
ord-8ba3028685584307b9ce1a4911e5771b
Source dataset
uspto-grants-2013_03
Patent number
US08399676B2

Reaction notes

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