HCID 117667312, compound → HCID 117667108, compound

HRID 712667Notes

Reaction equation

HRID 712667 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:16]=[C:17]3[C:22](=[N:23][CH:24]=2)[N:21]([C:25]([NH2:27])=[O:26])[CH2:20][CH2:19][CH2:18]3)[CH:12]=[N:13][CH:14]=1)C1C=CC=CC=1>CCO.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:16]=[C:17]3[C:22](=[N:23][CH:24]=2)[N:21]([C:25]([NH2:27])=[O:26])[CH2:20][CH2:19][CH2:18]3)[CH:12]=[N:13][CH:14]=1

Participants

4

Reactant 1

HCID 117667312HCID 117667312, compound

Product 1

HCID 117667108HCID 117667108, compoundYield 100.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A stirred suspension of 6-(5-benzyloxy-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid amide (167 mg, 0.46 mmol) in EtOH (10 mL) is hydrogenated over 10% palladium on carbon (17 mg) under balloon pressure for 16 h. The catalyst is removed by filtration through diatomaceous earth, washing well with DCM. The solvent is evaporated to afford the title compound (125 mg).

Workup

  1. customThe catalyst is removed by filtration through diatomaceous earth
  2. washwashing well with DCM
  3. customThe solvent is evaporated

Sources & evidence

ORD record
ord-dcbf355a098842118ad34311da439492
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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