Methyl 5-bromo-2-(2-(4-chlorophenoxy)acetamido)benzoate → 6-Bromo-3-(4-chlorophenoxy)-4-hydroxyquinolin-2(1H)-one

HRID 623968Notes

Reaction equation

HRID 623968 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:12][C:13](=[O:23])[CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[C:6]([CH:11]=1)[C:7](OC)=[O:8].BrC1C=CC(NC(=O)COC2C=CC=CC=2)=C(C=1)C(OC)=O.BrC1C=C2C(=CC=1)NC(=O)C(OC1C=CC=CC=1)=C2O>>[Br:1][C:2]1[CH:11]=[C:6]2[C:5](=[CH:4][CH:3]=1)[NH:12][C:13](=[O:23])[C:14]([O:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1)=[C:7]2[OH:8]

Participants

4

Reactant 3

HCID 7765743Methyl 5-bromo-2-(2-(4-chlorophenoxy)acetamido)benzoateHCID 7765744Methyl 5-bromo-2-(2-phenoxyacetamido)benzoateHCID 867154446-Bromo-4-hydroxy-3-phenoxyquinolin-2(1H)-one2×

Product 1

HCID 867154546-Bromo-3-(4-chlorophenoxy)-4-hydroxyquinolin-2(1H)-one

Procedure

The title compound was prepared using methyl 5-bromo-2-(2-(4-chlorophenoxy)acetamido)benzoate (Intermediate 9, step a) in place of methyl 5-bromo-2-(2-phenoxyacetamido)benzoate (Intermediate 5, step a) according to the procedure described in Intermediate 5, step b.

Sources & evidence

ORD record
ord-c4cd5b8d6e32433ca54d43284558b408
Source dataset
uspto-grants-2016_04
Patent number
US09303015B2

Reaction notes

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