HCID 86711148, compound → tert-Butyl 3-(aminomethyl)-4-(2-(2-hydroxyethoxy)ethyl)piperazine-1-carboxylate

HRID 625171Notes

Reaction equation

HRID 625171 reaction equation
[C:1]([CH:3]1[N:8]([CH2:9][CH2:10][O:11][CH2:12][CH2:13][OH:14])[CH2:7][CH2:6][N:5]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:4]1)#[N:2]>CO.[Ni]>[NH2:2][CH2:1][CH:3]1[N:8]([CH2:9][CH2:10][O:11][CH2:12][CH2:13][OH:14])[CH2:7][CH2:6][N:5]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:4]1

Participants

4

Reactant 1

HCID 86711148HCID 86711148, compound

Product 1

HCID 86711149tert-Butyl 3-(aminomethyl)-4-(2-(2-hydroxyethoxy)ethyl)piperazine-1-carboxylate

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 3-cyano-4-(2-(2-hydroxyethoxy)ethyl)piperazine-1-carboxylate, prepared as described in the previous step, (9.9 g, 33.1 mmol) in methanol (20 mL) was added Raney Ni (15 g). The reaction solution was stirred at room temperature overnight under hydrogen atmosphere (50 psi). The mixture was filtered and concentrated to provide the product, which was used in the next step without additional purification.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customto provide the product, which
  4. customwas used in the next step without additional purification

Sources & evidence

ORD record
ord-2dd9145331b94ac994de69388b47a037
Source dataset
uspto-grants-2016_04
Patent number
US09304126B2

Reaction notes

Loading…