Ammonia → HCID 19012449, compound

HRID 1799344Notes

Reaction equation

HRID 1799344 reaction equation
[CH2:1]([C:5]1[NH:10][C:9](=[O:11])[C:8]([C:12]#[N:13])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].N>CO.[Ni]>[NH2:13][CH2:12][C:8]1[C:9](=[O:11])[NH:10][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 114238796-Butyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

Product 1

HCID 19012449HCID 19012449, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

intermediate (24a) (180 mg, 1 mmol) was dissolved in MeOH (10 mL). Aqueous ammonia (1 mL) was added, followed by wet Raney Nickel (100 mg). The mixture was stirred at room temperature under hydrogen for 3 hours. The mixture was then filtered and the filtrate evaporated to yield intermediate (24b) (157 mg, 870 μmol, which was used without further purification. MS m/z: [M+H+] calcd for C10H17N2O, 181.3; found 181.3.

Workup

  1. filtrationThe mixture was then filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-60cfdb71c1824102b6680a5b012f5bce
Source dataset
uspto-grants-2013_01
Patent number
US08344013B2

Reaction notes

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