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

HRID 13832Notes

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]([CH2:20][CH2:21][CH3:22])[C:16](=[O:19])[CH2:17][CH3:18])[C:12]([C:23]#[N:24])=[CH:11][C:10]=1[C:25]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=1.[H-].[Na+]>>[NH2:24][C:23]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:25]3[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=3)[CH:11]=2)[N:15]([CH2:20][CH2:21][CH3:22])[C:16](=[O:19])[C:17]=1[CH3:18]

Participants

Reactant 2

HCID 24758Sodium hydride

HCID 68718623N-(6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-3-cyanopyridin-2-yl)-N-propylpropionamide

Product 1

HCID 114882944-amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-3-methyl-1-propyl-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: 472.0 (M+1), 474.0 (M+3); Rt=4.43 min.

Sources & evidence

ORD record: ord-d9c5ae12bbfd48c8874e93fb4dc30c69
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07728141B2

Reaction notes

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