N-[2-(aminosulfonyl)-4-bromophenyl]-1-benzyl-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide → 1-benzyl-3-(6-chloro-1,1-dioxido-4H-thieno[3,2-e][1,2,4]thiadiazin-3-yl)-4-hydroxyquinolin-2(1H)-one

HRID 601170Notes

Reaction equation

HRID 601170 reaction equation
[NH2:1][S:2]([C:5]1[S:6][C:7]([Cl:32])=[CH:8][C:9]=1[NH:10][C:11]([C:13]1[C:14](=[O:31])[N:15]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:16]2[C:21]([C:22]=1[OH:23])=[CH:20][CH:19]=[CH:18][CH:17]=2)=O)(=[O:4])=[O:3].NS(C1C=C(Br)C=CC=1NC(C1C(=O)N(CC2C=CC=CC=2)C2C(C=1O)=CC=CN=2)=O)(=O)=O>>[CH2:24]([N:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:22]([OH:23])=[C:13]([C:11]2[NH:10][C:9]3[CH:8]=[C:7]([Cl:32])[S:6][C:5]=3[S:2](=[O:4])(=[O:3])[N:1]=2)[C:14]1=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 67063612N-[2-(aminosulfonyl)-4-bromophenyl]-1-benzyl-4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamideHCID 67063731N-[2-(aminosulfonyl)-5-chlorothien-3-yl]-1-benzyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamide

Product 1

HCID 1363738271-benzyl-3-(6-chloro-1,1-dioxido-4H-thieno[3,2-e][1,2,4]thiadiazin-3-yl)-4-hydroxyquinolin-2(1H)-one

Procedure

The title compound is prepared according to the procedure of Example 84D substituting the product of Example 175A for the product of Example 84C.

Sources & evidence

ORD record
ord-4f42ca16e3164e1796beab1b4a43be41
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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