Phenethylamine → 3-(p-Tolyl)-1,4-dihydro-4-oxo-5-phenethylamino-1,6-naphthyridine

HRID 1044327Notes

Reaction equation

HRID 1044327 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17](=[O:18])[C:16]3[C:11](=[CH:12][CH:13]=[N:14][C:15]=3[NH:19]C3C=CC(Cl)=CC=3)[NH:10][CH:9]=2)=[CH:4][CH:3]=1.Cl[C:28]1[CH:33]=[CH:32][C:31]([CH2:34][C:35](OCC)=O)=[CH:30][CH:29]=1.F[C:41]1C=CC(CC(OCC)=O)=CC=1.C(N)CC1C=CC=CC=1.ClC1C=CC(N)=CC=1>>[C:2]1([CH3:41])[CH:7]=[CH:6][C:5]([C:8]2[C:17](=[O:18])[C:16]3[C:11](=[CH:12][CH:13]=[N:14][C:15]=3[NH:19][CH2:35][CH2:34][C:31]3[CH:32]=[CH:33][CH:28]=[CH:29][CH:30]=3)[NH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 5

HCID 1001PhenethylamineHCID 78124-ChloroanilineHCID 84177Ethyl (4-chlorophenyl)acetateHCID 3013910Benzeneacetic acid, 4-fluoro-, ethyl esterHCID 468479023-(4-Fluorophenyl)-1,4-dihydro-4-oxo-5-(4-chlorophenylamino)-1,6-naphthyridine

Product 1

HCID 468476093-(p-Tolyl)-1,4-dihydro-4-oxo-5-phenethylamino-1,6-naphthyridine

Procedure

3-(4-Fluorophenyl)-1,4-dihydro-4-oxo-5-(4-chlorophenylamino)-1,6-naphthyridine The title compound was prepared as described in Example 1 above except that ethyl (4-chlorophenyl)acetate was replaced with ethyl (4-fluorophenyl)acetate and phenethylamine was replaced with 4-chloroaniline. MS 366 (M+1)+.

Sources & evidence

ORD record
ord-67032961cd164c3d8ee46c41186b000e
Source dataset
uspto-grants-2013_10
Patent number
US08563579B2

Reaction notes

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