HCID 70981157, compound → HCID 70980487, compound

HRID 1475442Notes

Reaction equation

HRID 1475442 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([CH2:14][F:15])[N:11]([CH2:16][C:17]([O:19]CC2C=CC=CC=2)=[O:18])[CH2:10][C@H:9]1[CH3:27])=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([CH2:14][F:15])[N:11]([CH2:16][C:17]([OH:19])=[O:18])[CH2:10][C@H:9]1[CH3:27])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 70981157HCID 70981157, compound

Product 1

HCID 70980487HCID 70980487, compoundYield 90.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2R,5R)-4-benzyloxycarbonylmethyl-5-fluoromethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester (0.42 g, 1.1 mmol), methanol (20 mL) and 10% palladium on carbon (0.14 g) was hydrogenated at 20° C. and 1 bar for 18 h. Catalyst was removed by filtration and the filtrate evaporated in vacuo to give the title compound (0.289 g) as an oil. MS: [M+H]+=291.

Workup

  1. customwas hydrogenated at 20° C.
  2. customCatalyst was removed by filtration
  3. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-bdcdc96756a6481195fb8904c62a89f0
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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