HCID 21629076, compound → HCID 58979591, compound

HRID 1180573Notes

Reaction equation

HRID 1180573 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1)=[O:4]>[Pd].CO>[CH3:1][O:2][C:3]([CH:5]1[CH2:14][CH2:13][C:12]2[C:11](=[CH:10][CH:9]=[N:8][CH:7]=2)[NH:6]1)=[O:4]

Participants

4

Reactant 1

HCID 21629076HCID 21629076, compound

Product 1

HCID 58979591HCID 58979591, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1,6]naphthyridine-2-carboxylic acid methyl ester (1 equiv.) and methanol (anhydrous, 5 mL) were combined in a reaction vessel under nitrogen atmosphere. Palladium, 5% wt. on calcium carbonate (1 equiv.) was added and hydrogen gas was bubbled through the solution via balloon for 12 h. The reaction was passed through a short plug of silica to remove the catalyst and the silica plug was washed with 20% methanol in DCM. The solvent was removed in vacuo to yield the title compound as a brown solid weighing 12 mg (59%).

Workup

  1. customhydrogen gas was bubbled through the solution via balloon for 12 h
  2. customto remove the catalyst
  3. washthe silica plug was washed with 20% methanol in DCM
  4. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-d476b296c79943cbb94978ca97e7b971
Source dataset
uspto-grants-2007_10
Patent number
US07282506B2

Reaction notes

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