HCID 68406837, compound → HCID 68406528, compound

HRID 888014Notes

Reaction equation

HRID 888014 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16](=[O:29])[C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=2)=[CH:19][CH:18]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.O=[Pt]=O>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16](=[O:29])[C:17]1[CH:18]=[CH:19][C:20]([CH:23]2[CH2:28][CH2:27][CH2:26][NH:25][CH2:24]2)=[CH:21][CH:22]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 68406837HCID 68406837, compound

Product 1

HCID 68406528HCID 68406528, compoundYield 94.2%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of N-(2-t-butoxycarbonylaminophenyl)-4-pyridin-3-ylbenzamide (2.0 g, 5.1 mmol) (Method 3) in ethanol (20 ml) was added PtO2 (200 mg) and the resulting mixture was heated at 80° C. under an atmosphere of hydrogen at 80 Bar for 16 hours. The mixture was allowed to cool and was filtered and evaporated to afford (RS)—N-(2-t-butoxycarbonylaminophenyl)-4-piperidin-3-ylbenzamide (1.9 g, 94%).

Workup

  1. temperatureto cool
  2. filtrationwas filtered
  3. customevaporated

Sources & evidence

ORD record
ord-59941dc8d6d241539da3d6a2d48695df
Source dataset
uspto-grants-2012_08
Patent number
US08247562B2

Reaction notes

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