Sodium hydride → 4-amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-3-ethyl-1-methyl-1,8-naphthyridin-2(1H)-one

HRID 13828Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([N:15]([CH3:21])[C:16](=[O:20])[CH2:17][CH2:18][CH3:19])[C:12]([C:22]#[N:23])=[CH:11][C:10]=1[C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=1.[H-].[Na+]>>[NH2:23][C:22]1[C:12]2[C:13](=[N:14][C:9]([C:3]3[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=3[Cl:1])=[C:10]([C:24]3[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=3)[CH:11]=2)[N:15]([CH3:21])[C:16](=[O:20])[C:17]=1[CH2:18][CH3:19]

Participants

Reactant 2

HCID 24758Sodium hydride

HCID 68716563N-(6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-3-cyanopyridin-2-yl)-N-methylbutyramide

Product 1

HCID 113286234-amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-3-ethyl-1-methyl-1,8-naphthyridin-2(1H)-one

Procedure

Using the procedure described in EXAMPLE 40, the product of Step A was reacted with NaH to afford the title compound. HPLC/MS: 457.9 (M+I), 459.9 (M+3); Rt=4.29 min.

Sources & evidence

ORD record: ord-eeb00acfd02248c29d6eb0c31dee9c6d
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07728141B2

Reaction notes

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