HCID 57939414, compound → HCID 59735747, compound

HRID 1436897Notes

Reaction equation

HRID 1436897 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][C@H:14]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13][C@@H:12]1[C:25]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:26]=1[CH3:32])=O)C1C=CC=CC=1>C(O)C.[C].[Pd]>[F:31][C:28]1[CH:29]=[CH:30][C:25]([C@H:12]2[CH2:13][C@@H:14]([NH:17][C:18]([O:20][C:21]([CH3:23])([CH3:22])[CH3:24])=[O:19])[CH2:15][CH2:16][NH:11]2)=[C:26]([CH3:32])[CH:27]=1

Participants

4

Reactant 1

HCID 57939414HCID 57939414, compound

Product 1

HCID 59735747HCID 59735747, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

In 350 ml of ethanol was dissolved 37.0 g of cis-1-benzyloxycarbonyl-2-(4-fluoro-2-methylphenyl)-4-tert-butoxycarbonylaminopiperidine, and 5.5 g of palladium-carbon (moisture content of 50.9%) was added thereto, and the mixture was stirred under hydrogen atmosphere at room temperature for 2 hours. The reaction mixture was filtered through Celite, and ethanol was removed by distillation, to give 25.8 g of cis-2-(4-fluoro-2-methylphenyl)-4-tert-butoxycarbonylaminopiperidine as shown in Table 132 below.

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was filtered through Celite, and ethanol
  3. customwas removed by distillation

Sources & evidence

ORD record
ord-8204ee487d684364ad77042964bfeb56
Source dataset
uspto-grants-2009_11
Patent number
US07619092B2

Reaction notes

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