Methanol → HCID 86605963, compound

HRID 1434531Notes

Reaction equation

HRID 1434531 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([N:8]2[C:12](=[O:13])[CH2:11][C@@H:10]([NH:14][C:15](=[O:24])[O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:9]2)[CH:5]=[CH:4][C:3]=1[N+:25]([O-])=O.CO.[H][H]>C1COCC1.[Ni]>[NH2:25][C:3]1[CH:4]=[CH:5][C:6]([N:8]2[C:12](=[O:13])[CH2:11][C@@H:10]([NH:14][C:15](=[O:24])[O:16][CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:9]2)=[N:7][C:2]=1[CH3:1]

Participants

6

Reactant 3

HCID 887MethanolHCID 86605960HCID 86605960, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86605963HCID 86605963, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

250 mg (0.68 mmol) benzyl (R)-[1-(6-methyl-5-nitro-pyridin-2-yl)-5-oxo-pyrrolidin-3-yl]-carbamate are dissolved in 4 ml THF and 5 mL methanol and combined with 50 mg Raney nickel. The mixture is hydrogenated in a Parr apparatus at ambient temperature at 1 bar hydrogen pressure for four hours. Then the catalyst is filtered off and the filtrate is evaporated down i. vac..

Workup

  1. filtrationThen the catalyst is filtered off
  2. customthe filtrate is evaporated down i

Sources & evidence

ORD record
ord-c9f3399eae5047a0bdfa47c89129b22e
Source dataset
uspto-grants-2009_11
Patent number
US07615549B2

Reaction notes

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