HCID 67264809, compound → HCID 59292522, compound

HRID 1685118Notes

Reaction equation

HRID 1685118 reaction equation
[C:1]([NH:9][CH2:10][C@H:11]1[N:16](CC2C=CC=CC=2)[CH2:15][CH2:14][N:13]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>CO>[C:1]([NH:9][CH2:10][C@H:11]1[NH:16][CH2:15][CH2:14][N:13]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:12]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 67264809HCID 67264809, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59292522HCID 59292522, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into a 40 mL scintillation vial was added 15U (865 mg, 2.11 mmol) and methanol (21 mL). The solution was passed through the H-Cube hydrogentator three times at 40 psi of hydrogen pressure at 50° C. The resultant solution was concentrated under vacuum and the residue was purified by column chromatography with 5% methanol in dichloromethane to give (R)-tert-butyl 3-(benzamidomethyl)piperazine-1-carboxylate (15Fb) as an oil (550 mg, 81%).

Workup

  1. concentrationThe resultant solution was concentrated under vacuum
  2. customthe residue was purified by column chromatography with 5% methanol in dichloromethane

Sources & evidence

ORD record
ord-b05bd9435a8e4759a64bf89d4eb75d51
Source dataset
uspto-grants-2012_04
Patent number
US08148367B2

Reaction notes

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