HCID 67243918, compound → 898271-41-5

HRID 2421998Notes

Reaction equation

HRID 2421998 reaction equation
[C:1]([CH2:3][O:4][CH:5]1[CH2:8][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6]1)#[N:2]>CCO.[Pd]>[NH2:2][CH2:1][CH2:3][O:4][CH:5]1[CH2:8][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6]1

Participants

4

Reactant 1

HCID 67243918HCID 67243918, compound

Product 1

HCID 69409413898271-41-5Yield 87%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of tert-butyl 3-(cyanomethoxy)azetidine-1-carboxylate (0.46 g, 2.19 mmol) and 10% Pd/C (10%) in EtOH was stirred under H2 gas at 3 atm. After 3 h the reaction mixture was filtered through celite and the filtrate evaporated to dryness to give the title compound (0.41 g, 87%) as an oil. 1H NMR (CDCl3): δ 4.27-4.20 (m, 1H), 4.08 (t, 2H), 3.84 (dd, 2H), 3.49 (t, 2H), 2.84 (t, 2H), 1.45 (s, 9H); 13C NMR (CDCl3): δ 156.6, 79.7, 68.3, 68.2, 56.7, 49.4, 28.6.

Workup

  1. filtrationAfter 3 h the reaction mixture was filtered through celite
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-8df0604fe88f452d8335f36da5e47727
Source dataset
uspto-grants-2011_06
Patent number
US07960380B2

Reaction notes

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