Dichloromethane ethyl acetate methanol → HCID 58424962, compound

HRID 2409395Notes

Reaction equation

HRID 2409395 reaction equation
CO[C:3]1[C:16]2[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:9](=[O:17])[N:8]([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)[C:7]=2[CH:6]=[CH:5][CH:4]=1.[C:27](OCC)(=[O:29])C.ClCCl.CO>[Pd]>[CH3:27][O:29][C:5]1[CH:4]=[CH:3][C:16]2[C:15]3[NH:14][CH2:13][CH2:12][CH2:11][C:10]=3[C:9](=[O:17])[N:8]([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)[C:7]=2[CH:6]=1

Participants

4

Reactant 2

HCID 21901258Dichloromethane ethyl acetate methanolHCID 67381188HCID 67381188, compound

Product 1

HCID 58424962HCID 58424962, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a stirred solution of the compound of 8-methoxy-6-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-5(6H)-one (192.4 mg, 0.555 mmol) prepared in step 3 in ethyl acetate/dichloromethane/methanol, was added 10%-palladium (Pd) (20 mg) and the mixture was stirred for 18 hours under hydrogen gas. Once the reaction was completed, 10%-palladium (Pd) was filtered out, and the filtrate was concentrated under reduced pressure to obtain the title compound (192.7 mg, yield: 99%, ivory solid).

Workup

  1. filtration10%-palladium (Pd) was filtered out
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-07233db4123945adb9f939a4f326427d
Source dataset
uspto-grants-2014_08
Patent number
US08815891B2

Reaction notes

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