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

HRID 1044326Notes

Reaction equation

Cl[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=C(Cl)C=3)[NH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH2:27](N)[CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.Cl[C:37]1C=C(C=CC=1)N>>[C:2]1([CH3:37])[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][CH2:27][CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[NH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 1001Phenethylamine

HCID 79323-Chloroaniline

HCID 468479053-(4-Chlorophenyl)-1,4-dihydro-4-oxo-5-(3-chlorophenylamino)-1,6-naphthyridine

Product 1

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

Procedure

3-(4-Chlorophenyl)-1,4-dihydro-4-oxo-5-(3-chlorophenylamino)-1,6-naphthyridine The title compound was prepared as described in Example 1 above except that phenethylamine was replaced with 3-chloroaniline. MS 382 (M+1)+.

Sources & evidence

ORD record: ord-f0e677eb21a14dbcacaddd517ddf9e68
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08563579B2

Reaction notes

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