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

HRID 1044325Notes

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][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3Cl)[NH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH2:27](N)[CH2:28]C1C=CC=CC=1.Cl[C:37]1C=CC=CC=1N>>[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][CH2:20][CH2:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:28][CH:27]=3)[NH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 1001Phenethylamine

HCID 72402-Chloroaniline

HCID 468479013-(4-Chlorophenyl)-1,4-dihydro-4-oxo-5-(2-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-(2-chlorophenylamino)-1,6-naphthyridine The title compound was prepared as described in Example 1 above except that phenethylamine was replaced with 2-chloroaniline. MS 382 (M+1)+.

Sources & evidence

ORD record: ord-e39fd4ce07aa4d519cbc88d017e5e79c
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08563579B2

Reaction notes

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