HCID 86655327, compound → HCID 66718363, compound

HRID 877003Notes

Reaction equation

HRID 877003 reaction equation
[N:1]([CH2:4][C:5]1[N:10]=[C:9]([N:11]2[CH2:15][CH2:14][CH2:13][C:12]2=[O:16])[CH:8]=[CH:7][CH:6]=1)=[N+]=[N-]>C(O)C.[Pt]>[NH2:1][CH2:4][C:5]1[N:10]=[C:9]([N:11]2[CH2:15][CH2:14][CH2:13][C:12]2=[O:16])[CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 1

HCID 86655327HCID 86655327, compound

Product 1

HCID 66718363HCID 66718363, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Conditions

Temperature
45 °C

Procedure

A solution of crude 1-(6-azidomethyl-pyridin-2-yl)pyrrolidin-2-one (containing triphenylphosphine oxide), in ethanol (100 mL) was treated with platinum (5% on carbon), stirred under hydrogen at 45° C. and ambient pressure for 18 h, filtered through a pad of Celite, concentrated in vacuo then co-evaporated with toluene and then chloroform to give the title compound (11.32 g) as a white solid, contaminated with triphenylphosphine oxide; LC-MS retention time 0.66 min, (M+H)+ 192.

Workup

  1. filtrationfiltered through a pad of Celite
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0d73a5e2635a465a9886a91e4861f7af
Source dataset
uspto-grants-2015_03
Patent number
US08987279B2

Reaction notes

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