(2R,5R)-4-Benzyl-2-methyl-5-pyrazol-1-ylmethyl-piperazine-1-carboxylic acid tert-butyl ester → (2R,5R)-2-Methyl-5-pyrazol-1-ylmethyl-piperazine-1-carboxylic acid tert-butyl ester

HRID 1475407Notes

Reaction equation

HRID 1475407 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([CH2:14][N:15]2[CH:19]=[CH:18][CH:17]=[N:16]2)[N:11](CC2C=CC=CC=2)[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][N:15]2[CH:19]=[CH:18][CH:17]=[N:16]2)[NH:11][CH2:10][C@H:9]1[CH3:27])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 70980646(2R,5R)-4-Benzyl-2-methyl-5-pyrazol-1-ylmethyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 70980824(2R,5R)-2-Methyl-5-pyrazol-1-ylmethyl-piperazine-1-carboxylic acid tert-butyl esterYield 115.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(2R,5R)-4-Benzyl-2-methyl-5-pyrazol-1-ylmethyl-piperazine-1-carboxylic acid tert-butyl ester (0.24 g, 0.65 mmol) was hydrogenated over 10% palladium on carbon at 4 bar using a similar procedure to that described in Preparation 209. The crude product was dissolved in methanol and solvent re-evaporated and residue dried in vacuo at 40° C. for 6 h to give the title compound (0.21 g). MS: [M+H]+=281.

Workup

  1. customthat described in Preparation 209
  2. customsolvent re-evaporated
  3. customresidue dried in vacuo at 40° C. for 6 h

Sources & evidence

ORD record
ord-b35d4c068bd94d45904320837e44bda8
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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