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

HRID 13824Notes

Reaction equation

HRID 13824 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][CH:21]([CH3:23])[CH3:22])[C:16](=[O:19])[CH2:17][CH3:18])[C:12]([C:24]#[N:25])=[CH:11][C:10]=1[C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1.[H-].[Na+]>>[NH2:25][C:24]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:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=3)[CH:11]=2)[N:15]([CH2:20][CH:21]([CH3:23])[CH3:22])[C:16](=[O:19])[C:17]=1[CH3:18]

Participants

3

Reactant 2

HCID 24758Sodium hydrideHCID 68717477N-(6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-3-cyanopyridin-2-yl)-N-isobutylpropionamide

Product 1

HCID 113751874-amino-6-(4-chlorophenyl)-7-(2,4-dichlorophenyl)-1-isobutyl-3-methyl-1,8-naphthyridin-2(1H)-one

Procedure

Using the general procedure of EXAMPLE 40 the product of Step A was treated with NaH to afford the title compound. HPLC/MS: 486.2(M+1), 488.2 (M+3); Rt=4.56 min.

Sources & evidence

ORD record
ord-6cf78992cc5549d3abc6d7c8e0ec6fd5
Source dataset
uspto-grants-2010_06
Patent number
US07728141B2

Reaction notes

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