HCID 88543298, compound → HCID 67974439, compound

HRID 2168207Notes

Reaction equation

HRID 2168207 reaction equation
CO/[N:3]=[C:4]1\[CH:5]([CH2:17][O:18][CH3:19])[CH2:6][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:8][CH2:9]\1>CO.[Ni]>[NH2:3][CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:11])[CH2:6][CH:5]1[CH2:17][O:18][CH3:19]

Participants

4

Reactant 1

HCID 88543298HCID 88543298, compound

Product 1

HCID 67974439HCID 67974439, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1,1-dimethylethyl (4Z)-4-[(methyloxy)imino]-3-[(methyloxy)methyl]-1-piperidinecarboxylate D32 (1.2 g) was dissolved in methanol (40 ml), raney-nickel (0.6 g) was added under nitrogen. The reaction mixture was then hydrogenated at atmospheric pressure for 16 hours. The raney-nickel was filtered off and the solution was evaporated in vacuo to afford a yellow oil of desired product D33 in 0.7 g. LCMS [M+H] 245.2 [M-56+H] [email protected] min (5 min run)

Workup

  1. filtrationThe raney-nickel was filtered off
  2. customthe solution was evaporated in vacuo

Sources & evidence

ORD record
ord-115dbd34711645b0a8c9035de3af4b65
Source dataset
uspto-grants-2015_06
Patent number
US09045485B2

Reaction notes

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