N-[(4-chlorophenyl)methyl]-4-hydroxy-7-[(methylsulfonyl)amino]3-quinoline-carboxamide → N-[(4-Chlorophenyl)methyl]-4-hydroxy-6-[(methylsulfonyl)-amino]-3-quinolinecarboxamide

HRID 2289916Notes

Reaction equation

HRID 2289916 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([NH:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1)=[O:13])=[C:5]2[OH:23].ClC1C=CC(CNC(C2C=NC3C(C=2O)=CC=C(N[S:47]([CH3:50])(=[O:49])=[O:48])C=3)=O)=CC=1.NC1C=C2C(C(O)=C(C(NCC3C=CC(Cl)=CC=3)=O)C=N2)=CC=1>>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([CH2:15][NH:14][C:12]([C:6]2[CH:7]=[N:8][C:9]3[C:4]([C:5]=2[OH:23])=[CH:3][C:2]([NH:1][S:47]([CH3:50])(=[O:49])=[O:48])=[CH:11][CH:10]=3)=[O:13])=[CH:17][CH:18]=1

Participants

4

Reactant 3

HCID 178504989N-[(4-chlorophenyl)methyl]-4-hydroxy-7-[(methylsulfonyl)amino]3-quinoline-carboxamideHCID 178507324HCID 178507324, compoundHCID 1785073346-amino-N-[(4-chlorophenyl)methyl]-4-hydroxy-3-quinolinecarboxamide

Product 1

HCID 178504991N-[(4-Chlorophenyl)methyl]-4-hydroxy-6-[(methylsulfonyl)-amino]-3-quinolinecarboxamide

Procedure

This compound is prepared from 6-amino-N-[(4-chlorophenyl)methyl]-4-hydroxy-3-quinolinecarboxamide using a procedure similar to that used to prepare N-[(4-chlorophenyl)methyl]-4-hydroxy-7-[(methylsulfonyl)amino]3-quinoline-carboxamide from 7-amino-N-[(4-chlorophenyl)methyl]-4-hydroxy-3-quinoline-carboxamide. The product is obtained as a tan powder.

Workup

  1. customThe product is obtained as a tan powder

Sources & evidence

ORD record
ord-04ddbf65d637430793857122a4fb4f13
Source dataset
uspto-grants-2000_07
Patent number
US06093732

Reaction notes

Loading…