HCID 57542654, compound → HCID 51557285, compound

HRID 2080300Notes

Reaction equation

HRID 2080300 reaction equation
[N:1]([CH2:4][C@H:5]1[CH2:8][CH2:7][N:6]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[N+]=[N-].[H][H]>[Pd].CO>[NH2:1][CH2:4][C@H:5]1[CH2:8][CH2:7][N:6]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10]

Participants

5

Reactant 2

HCID 57542654HCID 57542654, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 51557285HCID 51557285, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (R)-tert-butyl 2-(azidomethyl)azetidine-1-carboxylate (17 g, 80 mmol), 10% Pd/C (2 g) and MeOH (150 mL) was stirred under 45 psi hydrogen for 1 hour. The catalyst was filtered off and the filtrate was concentrated to give (R)-tert-butyl 2-(aminomethyl)azetidine-1-carboxylate (14.9 g, yield 100%). LRMS (M+H+) m/z 187.3.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-39a2d90adff84e79bfe15f2688910cfc
Source dataset
uspto-grants-2011_04
Patent number
US07932270B2

Reaction notes

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